Title of Invention | SELECTIVE HERBICIDES BASED ON SUBSTITUTED ARYLSULPHONYLAMINOCARBONYL TRIAZOLINONES AND SAFENERS |
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Abstract | Compositions, characterized in that they comprise an effective amount of an active compound combination comprising (a) one or more substituted arylsulphonylaminocarbonyl-triazolinones of the formula (I) (b) at least one compound which improves crop plant compatibility, from the group of compounds of the general formula (II) below (II) 8 JUN 2007 72- |
Full Text | FORM 2 THE PATENTS ACT 1970 [39 OF 1970] COMPLETE SPECIFICATION [See Section 10] "SELECTIVE HERBICIDES BASED ON -SUBSTITUTED ARYLSULPHONYLAMINOCARBONYL TRIAZOLINONES AND SAFENERS" BAYER AKTIENGESELLSCHAFT, a German company, of D-51368 Leverkusen, Germany The following specification particularly describes the nature of the invention and the manner in which it is to be performed :- 8-6-2007 The invention relates to novel selective herbicidal active compound combinations comprising substituted arylsulphonylaminocarbonyl-triazolinones and/or salts thereof and at least one compound which improves crop plant compatibility, which combinations can be used with particularly good results for the selective control of weeds in various crops of useful plants. Substituted arylsulphonylaminocarbonyl-triazolinones are already known as effective herbicides (cf. EP-A-341489, EP-A-422469, EP-A-425948, EP-A-431291, EP-A-507171, EP-A-534266, WO-A-96/11188, WO-A-96/27590, WO-A-96/27591, WO-A-97/03056). However, the activity of these compounds and/or their compatibility with crop plants are not under all conditions entirely satisfactory. Also known are combinations of substituted arylsulphonylaminocarbonyl-triazolinones and other herbicidally active compounds to obtain a synergistic effect (cf. WO-A-98/12923). Combinations of substituted arylsulphonylaminocarbonyl-triazolinones and safeners, too, are already known (cf. DE-A-19940859, DE-A-19940860, US-A-6162762). However, in these combination products, too, the use properties are not under all conditions entirely satisfactory. Furthermore, combinations of substituted arylsulphonylaminocarbonyl-triazolinones and further herbicidally active compounds, if appropriate with the additional use of safeners, also form part of the subject-matter of an earlier, but not prior published patent application Surprisingly, it has now been found that certain substituted arylsulphonylamino-carbonyl-triazolinones, when used together with the crop-plant-compatibility-improving compounds (safeners/antidotes) described below, prevent damage to the crop plants extremely well and can be used particularly advantageously as broad- Le A 35 662-Foreign Countries 2- spectrum combination preparations for the selective control of weeds in crops of useful plants, such as, for example, in cereals, maize and rice. The invention provides selective herbicidal compositions, characterized by an effective 5 amount of an active compound combination comprising (a) one or more substituted arylsulphonylaminocarbonyl-triazolinones of the formula (I) 10 in which R1 represents hydrogen, hydroxyl, amino, C2-C6-alkylideneamino, represents in 15 each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylamino or dialkylamino having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- or C1-C4--alkyl-substituted cycloalkyl, cycloalkylalkyl or cycloalkyl- amino having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if 20 appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4--alkyl-, C1-C4-4-haloalkyl-, C1-C4--alkoxy- or C1-C4--haloalkoxy-substituted phenyl or phenyl-C1-C4---alkyl, R2 represents hydrogen, hydroxyl, mercapto, amino, cyano, halogen, represents 25 in each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkynyl, alkenyloxy, alkynyloxy, alkenylthio, alkynyjthio, alkenylamino or alkynylamino having in each case up to 6 carbon atoms, represents in each case optionally cyano-, Le A 35 662-Foreign Countries halogen- or C1-C4--alkyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkylalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4--alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or Cj:-C4-haloalkoxy-substituted phenyl, phenoxy, phenylthio, phenylamino or phenyl-C1-C4--alkyl, ,3 R represents nitro, cyano, halogen, represents in each case optionally cyano-, 10 halogen- or C1-C4--alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxy- carbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkynyl, alkynyloxy, alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- orC1-C4--alkyl-substituted cycloalkyl, cycloalkyloxy, cyclo- 15 alkylthio, cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4--alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4-haloalkoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenyl-sulphonyl or phenylamino, and 20 R4 represents hydrogen, nitro, cyano, halogen, represents in each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkynyl, alkynyloxy or 25 alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- or Ci-C4-alkyl-substituted cycloalkyl, cycloalkyl¬oxy, cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4--alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4- 30 haloalkoxy-substituted phenyl, phenoxy, phenylthio. phenyl sulphinyl, phenyl- sulphonyl or phenylamino, Le A 35 662-Foreign Countries -4 - including all possible tautomeric forms of the compounds of the general formula (I) and salts formed by compounds of the general formula (I) and basic compounds - ("active compounds of group 1") and (b) at least one compound which improves crop plant compatibility, from the 10 group of compounds of the general formula (II) below in which 15 m represents the numbers 0 to 5, n represents the numbers 0 to 4, 20 X represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, or represents in each case optionally cyano-, halogen- or Ci-C4-alkoxy-substituted alkyl, alkoxy, alkoxy-carbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkyl-aminocarbonyl having in each case 1 to 6 carbon atoms in the alkyl 25 groups, or represents dialkylamino, dialkylaminocarbonyl or dialkyl- aminosulphonyl having in each case 1 to 6 carbon atoms in the alkyl groups. Le A 35 662-Foreign Countries Y represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, or represents in each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl or alkoxy having in each case 1 to 6 carbon atoms, and Z represents one of the groupings below 10 in which R5 represents hydrogen, represents optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl having 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl 15 or alkynyl having in each case 3 to 6 carbon atoms, or represents in each case optionally halogen- orC1-C4-alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, 20 R6 represents hydrogen, represents in each case optionally cyano-, halogen-, Ci-C4-alkoxy- or Ci-C4-alkylthio-substituted alkyl, alkoxy or alkylthio having in each case 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl, 25 alkenyloxy, alkenylthio, alkynyl, alkynyloxy or alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally halogen- orC1-C4--alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in 4 Le A 35 662-Foreign Countries -6- the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, represents in each case optionally nitro-, cyano-, halogen-, Ci-Q-alkyl-, Ci-Grhaloalkyl-, C]-C4- alkoxy- or Ci-C4-haloalkoxy-substituted aryl, aryloxy, arylthio, 5 arylalkyl, arylalkoxy or arylalkylthio having in each case 6 or 10 carbon atoms in the aryl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally nitro-, cyano-, halogen-, C]-C4-alkyl-, Q-C4-haloalkyl-, Ci-C4-alkoxy- or Ci-C4-haloalkoxy-substituted 10 heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclyl- alkyl, heterocyclylalkoxy or heterocyclylalkylthio having in each case up to 10 carbon atoms, 1 to 4 nitrogen atoms and/or 1 or 2 oxygen or sulphur atoms in the heterocyclyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, and 15 R7 represents hydrogen, represents optionally cyano-, halogen- or C]-C4-alkoxy-substituted alkyl having 1 to 6 carbon atoms, represents alkoxy having 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl or alkynyl 20 having in each case 3 to 6 carbon atoms, represents alkenyloxy having 3 to 6 carbon atoms, represents in each case optionally halogen- or Ci-C4-alkyl-substituted cycloalkyl or cycloalkyl -alkyl having 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or 25 represents in each case optionally nitro-, cyano-, halogen-, Ci- C4-alkyl-, C]-C4-haloalkyl-, CrC4-alkoxy- or C1-C4-haloalkoxy-substituted aryl or arylalkyl having in each case 6 or 10 carbon atoms in the aryl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or together with R5 30 represent? in each case optionally C]-0-alky]-substituted Le A 35 662-Foreign Countries 5 alkanediyl having 2 to 6 carbon atoms or oxaalkanediyl having 2 to 5 carbon atoms ("active compounds of group 2"). In the definitions, the hydrocarbon chains, such as in alkyl or alkanediyl, are in each case straight-chain or branched - including in combination with heteroatoms, such as in alkoxy. 10 Preferred meanings of the groups listed above in connection with the general formula (I) are defined below. R1 preferably represents hydrogen, amino, propylideneamino, butylideneamino, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or 15 ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy, butenyloxy, methylamino, ethyl-amino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino, represents in each case optionally cyano-, fluorine-, chlorine-, 20 bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentyl-methyl, cyclohexylmethyl, cyclopropylamino, cyclobutylamino, cyclopentyl-amino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- 25 or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl or benzyl. R2 preferably represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, 30 chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl. n-. j-. s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methyl- Le A 35 662-Foreign Countries thio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethyl¬ amino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino, diethyl- amino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynyl- 5 thio, butynylthio, propenyl amino, butenylamino, propynylamino or butynyl- amino, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexyl- 10 thio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexyl- amino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexyl-methyl, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclo-hexylmethoxy, cyclopropylmethyl thio, cyclobutylmethylthio, cyclopentyl-methylthio, cyclohexylmethylthio, cyclopropylmethylamino, cyclobutyl- 15 methylamino, cyclopentylmethylamino or cyclohexylmethylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoro-methyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, phenylamino or benzyl. 20 R3 preferably represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, 25 methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethyl- thio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl, ethyl-sulphinyl, n- or i-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- or i-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenyl- 30 thio. butenylthio. propenyl amino, butenylamino. ethynyl, propynyl. butynyl. propynyloxy, butynyloxy, propynylthio or butynylthio, represents in each case Le A 35 662-Foreign Countries 9- optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclo- propyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclo- 5 butylamino, cyclopentylamino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i- propoxy-, n-, i-, s- or t-butoxy-, difluoromethoxy- or trifluoromethoxy- substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenyl sulphonyl or 10 phenylamino. R4 preferably represents hydrogen, nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, acetyl, 15 propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methyl-thio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n- or i-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- or i-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or 20 t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenyl- thio, butenylthio, propenylamino, butenylamino, ethynyl, propynyl, butynyl, propynyloxy, butynyloxy, propynylthio or butynylthio, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclo- 25 propyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclo-butylamino, cyclopentylamino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t- 30 butoxy-. difluoromethoxy- or trifluoromeThoxy-substifuted phenyl phenoxy. phenylthio, phenylsulphinyl, phenylsulphonyl or phenylamino. Le A 35 662-Foreign Countries 10- R particularly preferably represents hydrogen, amino, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, ethenyl, propenyl, ethynyl, propynyl, methoxy, ethoxy, n- or i-propoxy, 5 methylamino or ethylamino, represents dimethylamino, or represents optionally fluorine-, chlorine- or methyl-substituted cyclopropyl. R particularly preferably represents hydrogen, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted 10 methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, butynyl-oxy, propenylthio, butenylthio, propynylthio, butynylthio, propenylamino, 15 butenylamino, propynylamino or butynylamino, or represents in each case optionally fluorine-, chlorine- or methyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexyl-thio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexyl- 20 amino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexyl- methyl, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclo-hexylmethoxy, cyclopropylmethylthio, cyclobutylmethylthio, cyclopentyl-methylthio, cyclohexylmethylthio, cyclopropylmethylamino, cyclobutyl-methylamino, cyclopentylmethylamino and cyclohexylmethylamino. 25 R3 particularly preferably represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethyl- 30 thio. n- or i-propylthio. methylsulphinyl. ethylsulpbiny]. methyl sulphonyl or ethylsulphonyl, represents in each case optionally fluorine-, chlorine- or Le A 35 662-Foreign Countries 11- methyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclo- propyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio or cyclohexylthio, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or 5 i-propyl-, n-, i-, s- or t-butyl, trifluoromethyl-, methoxy-, ethoxy-, n- or i- propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl or phenylsulphonyl. R4 particularly preferably represents hydrogen, nitro, cyano, fluorine, chlorine, 10 bromine, or represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl. 15 R1 very particularly preferably represents hydrogen, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, ethenyl, methoxy, ethoxy, methylamino or ethylamino, represents dimethylamino, or represents optionally fluorine-, chlorine- 20 or methyl-substituted cyclopropyl. R2 very particularly preferably represents hydrogen, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, 25 methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propyl- thio, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynylthio, butynylthio, or represents in each case 30 optionally fluorine-, chlorine- or methyl-substituted cyclopropyl. Le A 35 662-Foreign Countries 12 cyclopropyloxy, cyclopropylthio, cyclopropylmethyl, cyclopropyl-methoxy or cyclopropylmethylthio. R3 very particularly preferably represents nitro, cyano, fluorine, chlorine, 5 bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methyl- sulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, or 10 represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl or phenoxy. R4 very particularly preferably represents hydrogen, nitro, cyano, fluorine, 15 chlorine, bromine, or represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl. 20 Instead of the pure active compounds of the formula (I), it is also possible to use salts of the compounds of the formula (I) with metals and/or with basic nitrogen compounds in the active compound combinations according to the invention. 25 Here, preference is given to salts of the compounds of the formula (I) with alkali metals, such as, for example, lithium, sodium, potassium, rubidium or caesium, in particular with sodium or potassium, with alkaline earth metals, such as, for example, magnesium, calcium or barium, in particular with calcium, or with earth metals, such as, for example, aluminium. 30 Le A 35 662-Foreign Countries -17- R preferably represents hydrogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t- butoxy-, methylthio-, ethylthio-, n- or i-propylthio-, n-, i-, s- or t-butyl- thio-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, 5 s- or t-pentyl, or neo-pentyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, represents in each case optionally halogen-substituted propenyl, butenyl, pentenyl, propenyloxy, butenyloxy, pentenyloxy, propenylthio, butenylthio, pentenylthio, propynyl, butynyl, pentynyl, 10 propynyloxy, butynyloxy, pentynyloxy, propynylthio, butynylthio or pentynylthio, represents in each case optionally halogen-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, represents in each case optionally nitro-, cyano-, 15 halogen-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoro- methyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, naphthyl, phenoxy, phenylthio, benzyl, phenylethyl, phenylmethoxy, phenylethoxy or phenylmethyl-thio, or represents in each case optionally nitro-, cyano-, halogen-, 20 methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoro¬methoxy-substituted heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylmethyl, heterocyclylmethoxy or heterocyclylmethylthio, where the heterocyclyl group is preferably selected from the group 25 consisting of furyl, thienyl, pyrazolyl, pyridinyl, pyrimidinyl, R7 preferably represents hydrogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t-butoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, 30 i-. s- or t-pentyl. or neo-pentyl. represents methoxy. ethoxy. n- or i- propoxy, n-, i-, s- or t-butoxy, represents in each case optionally Le A 35 662-Foreign Countries -54- Table A2 Post emergence test / greenhouse Active compound (+ safener) Application rate (g of a.i./ha) Damage Winter barley (in %) flucarbazone-sodium 8 40 flucarbazone-sodium + Ex. No. Ha-101 8+100 20 Table Al Post emergence test / greenhouse Safener Application rate (g of a.i./ha) Damage Winter barley (in %) Ex. No. Ha-101 100 .__.. 30 ... 0 0 ^e A 35 662-Foreign Countries 18 halogen-substituted propenyl, butenyl, pentenyl, propynyl, butynyl or pentynyl, represents propenyloxy, butenyloxy or pentenyloxy, represents in each case optionally halogen-, methyl-, ethyl-, n- or i- propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 5 cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclo- hexylmethyl, or represents in each case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n- or i-propyl, n-, i-, s- or t-butyl-, trifluoro- methyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or tri- fluoromethoxy-substituted phenyl, naphthyl, benzyl or phenylethyl, or 10 together with R5 represents in each case optionally methyl- or ethyl- substituted butane-l,4-diyl (tetramethylene), l-oxabutan-l,4-diy], pentane-l,5-diyl, l-oxapentane-l,5-diyl or 3-oxapentane-l,5-diyl. 15 m particularly preferably represents the number 1 or 2. n particularly preferably represents the number 0. X particularly preferably represents nitro, cyano, fluorine, chlorine, bromine, 20 represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy- substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethyl- thio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, methylamino- 25 carbonyl, ethylaminocarbonyl, n- or i-propylaminocarbonyl, or represents dimethylamino, dimethylaminocarbonyl or dimethylaminosulphonyl. Z particularly preferably represents one of the groupings below Le A 35 662-Foreign Countries -19- in which 5 R particularly preferably represents hydrogen, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy-, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl, n- or i-butyl, represents in each case optionally fluorine- and/oder chlorine- substituted propenyl, butenyl, propynyl or butynyl, or represents in 10 each case optionally fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, R6 particularly preferably represents hydrogen, represents in each case 15 optionally cyano-, fluorine-, chlorine-, bromine-, methoxy-, ethoxy-, n- or i-propoxy-, methylthio-, ethylthio-, n- or i-propylthio-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, 20 represents in each case optionally fluorine- and/oder chlorine- substituted propenyl, butenyl, pentenyl, propenyloxy, butenyloxy, pentenyloxy, propenylthio, butenylthio, pentenylthio, propynyl, butynyl, pentynyl, propynyloxy, butynyloxy, pentynyloxy, propynyl- thio, butynylthio or pentynylthio, represents in each case optionally 25 fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclo- butyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, represents in each case optionally nitro-, cyano-, fluorine-, chlorine-, bromine-, methyl-, Le A 35 662-Foreign Countries -20- ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy- substituted phenyl, phenoxy, phenylthio, benzyl, phenylethyl, phenyl- methoxy, phenylethoxy or phenylmethylthio, or represents in each 5 case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n- or i- propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted hetero- cyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylmethyl, hetero- cyclylmethoxy or heterocyclylmethylthio, where the heterocyclyl 10 group is preferably selected from the group consisting of furyl, thienyl, pyrazolyl, pyridinyl and pyrimidinyl, and R particularly preferably represents hydrogen, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy-, ethoxy-, n- or i- 15 propoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, represents methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, represents in each case optionally fluorine- and/oder chlorine-substituted propenyl, butenyl, pentenyl, propynyl, butynyl or pentynyl, represents propenyloxy, butenyloxy or 20 pentenyloxy, represents in each case optionally fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, or represents in each case optionally nitro-, cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, 25 n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i- propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, benzyl or phenylethyl, or together with R5 represents in each case optionally methyl- or ethyl-substituted butane-1,4-diyl (tetra-methylene), 1-oxabutane-1,4-diyl, pentane-l,5-diyl, l-oxapentane-1,5- 30 diy] or 3-oxapentane-1.5-diy].' Le A 35 662-Foreign Countries -21- A very particularly preferred group of safeners to be used according to the invention are the compounds of the general formula (Ha) (Ha) in which m, n, R5,R6,XandY have the meanings given above as being preferred or as being 10 particularly preferred. Examples of the compounds of the formula (Ha) which are very particularly preferred as safeners to be used according to the invention are listed in Table 1 below. X2 9-4 1$ •> XT 09 30 32. 33 k° 4/ 4* ^ hH 4r Le A 35 662-Foreign Countries k& Le A 35 662-Foreign Countries 4'7 We Claim: Compositions, characterized in that they comprise an effective amount of an active compound combination comprising (a) one or more substituted arylsulphonylaminocarbonyl-triazolinones of the formula (I) wherein, R1 represents hydrogen, hydroxyl, amino, C2-C6-aTkylideneamino, represents in each case optionally cyano-, halogen- or C1-C4-alkoxy-substituted alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylamino or dialkylamino having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- orC1-C4--alkyl-substituted cycloalkyl, cycloalkylalkyl or cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally cyano-, nitro-, halogen-,C1-C4-alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4--haloalkoxy-substituted phenyl or phenyl-C1-C4-- alkyl, R2 represents hydrogen, hydroxyl, mercapto, amino, cyano, halogen, represents in each case optionally cyano-, halogen- or Ci-C4-alkoxy- substituted alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl alkynyl, alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenyl amino or alkynylamino having 54 in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- or C1-C4--alkyl- substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, cycloalkylalkoxy, cycloalkylalkylthio or cycloalkyl alkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4-alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4--haloalkoxy-substituted phenyl, phenoxy, phenylthio, phenylamino or phenyl-C1-C4--alkyl, represents nitro, cyano, halogen, represents in each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkynyl, alkynyloxy, alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- or C1-C4--alkyl- substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino having in each case 3 to 6 carbon atoms in the cycloalkyl groups, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4--alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4--haloalkoxy- substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl or phenylamino, and represents hydrogen, nitro, cyano, halogen, represents in each case optionally cyano-, halogen- or C1-C4--alkoxy-substituted alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkynyl, alkynyloxy or alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally cyano-, halogen- or C1-C4--alkyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylthio, 55 cycloalkyl amino having in each case 3 to 6 carbon atoms in the cycloalkyl groups, or represents in each case optionally cyano-, nitro-, halogen-, C1-C4-alkyl-, C1-C4--haloalkyl-, C1-C4--alkoxy- or C1-C4- haloalkoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl or .phenylamino, - including all possible tautomeric forms of the compounds of the general formula (I) and salts formed by compounds of the general formula (I) and basic compounds and (b) at least one compound which improves crop plant compatibility, from the group of compounds of the general formula (II) below wherein, m represents the numbers 0 to 5, n represents the numbers 0 to 4, X represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, or represents in each case optionally cyano-, halogen- or Ci-C4-alkoxy-substituted alkyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, 56 alkylsulphonyl, alkylaminp, alkylaminocarbonyl having in each case 1 to 6 carbon atoms in the alkyl groups, or represents dialkylamino, dialkylaminocarbonyl or dialkylaminosulphonyl having in each case 1 to 6 carbon atoms in the alkyl groups, Y represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxyl, amino, halogen, or represents in each case optionally cyano-, halogen- or C1-C4-alkoxy-substituted alkyl or alkoxy having in each case 1 to 6 carbon atoms, and Z represents one of the groupings below wherein R5 represents hydrogen, represents optionally cyano-, halogen- orC1-C4-alkoxy-substituted alkyl having 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl or alkynyl having in each case 3 to 6 carbon atoms, or represents in each case optionally halogen- or C1-C4-alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, 57 represents hydrogen, represents in each case optionally cyano-, halogen-, C1-C4-alkoxy- or C1-C4-alkylthio- substituted alkyl, alkoxy or alkylthio having in each case 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl, alkenyloxy, alkenylthio, alkynyl, alkynyloxy or alkynylthio having in each case up to 6 carbon atoms, represents in each case optionally halogen- or C1-C4-alkyl-substituted cycloalkyl or cycloalkylalkyl having in each case 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, represents in each case optionally nitro-, cyano-, halogen-, C1-C4alkyl-, C1-C4-haloalkyl-, C1-C4-alkoxy or C1-C4-haloalkoxy-substituted aryl, aryloxy, arylthio, arylalkyl, arylalkoxy or arylalkylthio having in each case 6 or 10 carbon atoms in the aryl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or represents in each case optionally nitro-, cyano-, halogen-, C1-C4-alkyl-, C1-C4- haloalkyl-, C1-C4-alkoxy or C1-C4-haloalkoxy-substituted heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylalkyl, heterocyclylalkoxy or heterocyclylalkylthio having in each case up to 10 carbon atoms, 1 to 4 nitrogen atoms and/or 1 or 2 oxygen or sulphur atoms in the heterocyclyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, and represents hydrogen, represents optionally cyano-, halogen- or C1-C4-alkoxy- substituted alkyl having 1 to 6 carbon atoms, represents alkoxy having 1 to 6 carbon atoms, represents in each case optionally halogen-substituted alkenyl or alkynyl having in each case 3 to 6 carbon atoms, represents alkenyloxy having 3 to 6 carbon atoms, represents in each case optionally halogen- or C1-C4-alkyl-substituted cycloalkyl or cyclo alkylalkyl having 3 to 6 carbon atoms in the cycloalkyl group and, if appropriate, 1 to 4 carbon atoms in the alkyl 58 moiety, or represents in each case optionally nitro-, cyano-, halogen-, C1-C4-alkyl-, C1-C4-haloalkyl-, C1-C4-alkoxy- or C1-C4 haloalkoxy-substituted aryl or arylalkyl having in each case 6 or 10 carbon atoms in the aryl group and, if appropriate, 1 to 4 carbon atoms in the alkyl moiety, or together with R5 represents in each case optionally C1-C4alkyl-substituted alkanediyl having 2 to 6 carbon atoms or oxaalkanediyl having 2 to 5 carbon atoms 2. Compositions as claimed in Claim 1, wherein R1 represents hydrogen, amino, propylideneamino, butylideneamino, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy, butenyloxy, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino or diethylamino, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexyl methyl, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s-or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl or benzyl, R2 represents hydrogen, hydroxyl, mercapto, amino, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or 59 i-propylammo, n-, i-, s- or t-butylamino, dime thy lamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynyl thio, butynylthio, propenylamino, butenylamino, propynylamino or butynylamino, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclo pentylthio, cyclohexyl thio, cyclopropylamino, cyclobuty lamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylmethoxy, cyclobutylmethoxy, cyclopentylmethoxy, cyclohexylmethoxy, cyclopropylmethyl thio, cycloburylmethylthio, cyclopentylmethylthio, cyclohexyl methylthio, cyclopropylmethylamino, cyclobuty lme thy lamino, cyclopentylmethylamino or cyclohexylmethylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio. phenylamino or benzyl. represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, chlorine, methoxy- or ethoxysubstituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i- propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n- or i- propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- or i- propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n- , i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, 60 butenylammo, ethynyl, propynyl, butynyl, propynyloxy, butynyloxy, propynylthio or butynylthio, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s-or t-butoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl or phenylamino, and represents hydrogen, nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n or i-propylthio, n-, i-, s-or t-butylthio, methylsulphinyl, ethylsulphinyl, n- or i-propylsulphinyl, methylsulphonyl, ethylsulphonyl, n- or i-propylsulphonyl, methyl amino ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, butenylamino, ethynyl, propynyl, butynyl, propynyloxy, butynyloxy, propynylthio or butynylthio, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclo-hexyloxy cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, 61 trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t-butoxy- difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl, phenylsulphonyl or phenyl amino. Compositions as claimed in Claim 1, wherein represents hydrogen, amino, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, ethenyl, propenyl, ethynyl, propynyl, methoxy, ethoxy, n- or i propoxy methylamino or ethylamino, represents dime thy lamino, or represents optionally fluorine-, chlorine- or methyl-substituted cyclo-propyl, represents hydrogen, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, methoxy, ethoxy, n- or i-propoxy, methylthio ethylthio. n- or i-propylthio, methylamino, ethylamino, n-or i-propylamino, dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynylthio, butynylthio, propenylamino, butenylamino, propynylamino or butynylamino, or represents in each case optionally fluorine-, chlorine- or methyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyelopropylmethyl, cyclobutylmethyl, cyclopenrylmethyl, cyclohexyl methyl, cyclopropylmethoxy, cyclobutylmethoxy, cyclopenrylmethoxy, cyclohexylmethoxy, cyclopropylmethylthio, cyclobutylmethylthio, cyclopentylmethylthio, cyclohexylmethylthio, cyclopropylmethylamino, cyclobutylmethylamino, cyclopentylmethylamino and cyclohexylmethylamino, 62 R3 represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy- substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i- propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, methyl-thio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, represents in each case optionally fluorine-, chlorine- or methyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio or cyclohexylthio, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, sor t-butyl, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, phenylsulphinyl or phenylsulphonyl, and R4 represents hydrogen, nitro, cyano, fluorine, chlorine, bromine, or represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl. 4. Compositions as claimed in Claim 1, wherein R1 represents hydrogen, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, ethenyl, methoxy, ethoxy, methylamino or ethylamino, represents dimethylamino, or represents optionally fluorine-, chlorine- or methyl- substituted cyclopropyl, R2 represents hydrogen, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted 63 methyl, ethyl, n- or i-propyl, n-, i- or s-butyl, methoxy, ethoxy, n-or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n or i-propylamino, dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, burynyl, propenyloxy, butenyloxy, propynyloxy, butynyloxy, propenylthio, butenylthio, propynylthio, butynylthio, or represents in each case optionally fluorine-, chlorine or methyl-substituted cyclopropyl, cyclopropyloxy, cyclopropylthio, cyclopropylmethyl, cyclopropylmethoxy or cyclopropylmethylthio, represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy- substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i- propoxy, methoxycarbonyl, ethoxycarbonyl. n- or i- propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, or represents in each case optionally cyano-, nitro-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or tri fluoromethoxy-substitute phenyl or phenoxy, and represents hydrogen, nitro, cyano, fluorine, chlorine, bromine, or represents in each case optionally fluorine-, chlorine-, methoxy-or ethoxy-substituted methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethyl sulphinyl methylsulphonyl or ethylsulphonyl. Compositions as claimed in Claim 1, wherein m represents the number 0, 1,2, 3 or 4, n represents the number 0, 1, 2 or 3, 64 X represents nitro, cyano, carboxyl, carbamoyl, formyl, sulfamoyl, hydroxy, amino, halogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i- propoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t- butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, n-, i-, s- or t-butoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulphinyl, ethylsulphinyl, n or i-propylsulphinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, methylaminocarbonyl, ethylaminocarbonyl, n- or i- propylaminocarbonyl, or represents dimethylamino, diethylamino, dime thy laminocarbonyl or dimethylaminosulphonyl, represents nitro, cyano, carboxyl, carbamoyl, formyl, sulphamoyl, hydroxyl, amino, halogen, or represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, and represents one of the groupings below wherein R5 represents hydrogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t-butoxy-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, represents 65 m each case optionally halogen-substituted propenyl, butenyl, pentenyl, propynyl, butynyl or pentynyl, or represents in each case optionally halogen-, methyl-, ethyl-, n- or i-propyl substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, represents hydrogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t-butoxy- methylthio-, ethylthio-, n- or i-propylthio-, n-, i-, s- or t-butylthio-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t- butylthio, represents in each case optionally halogen-substituted propenyl, butenyl, pentenyl, propenyloxy, butenyloxy, pentenyloxy, propenylthio, butenyl thio, pentenylthio, propynyl, butynyl, pentynyl, propynyloxy, butynyloxy, pentynyloxy, propynylthio, butynylthio or pentynylthio, represents in each case optionally halogen-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclo butyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutyl methyl, cyclopentylmethyl or cyclohexylmethyl, represents in each case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy- , ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy- substituted phenyl, naphthyl, phenoxy, phenylthio, ben2yl, phenylethyl, phenylmethoxy, phenylethoxy or phenylmethylthio, or represents in each case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylmethyl, heterocyclylmethoxy or 66 heterocyclylmethylthio, where the heterocyclyl group is selected from the group consisting of furyl, thienyl, pyrazolyl, pyridinyl, pyrimidinyl, R7 represents hydrogen, represents in each case optionally cyano-, halogen-, methoxy-, ethoxy-, n- or i-propoxy-, n-, i-, s- or t-butoxy-substitute methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl n-, i-, s- or t-pentyl, or neo-pentyl, represents methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, represents in each case optionally halogen-substituted propenyl, butenyl, pentenyl, propynyl, butynyl or pentynyl, represents propenyloxy, butenyloxy or pentenyloxy, represents in each case optionally halogen-, methyl-, ethyl-, n- or i-propyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexyl methyl, or represents in each case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n- or i-propyl, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, naphthyl, benzyl or phenylethyl, or together with R5 represents in each case optionally methyl- or ethyl-substituted butane- 1,4-diyl (tetramethylene), 1 -oxabutan- 1 ,4-diyl, pentane- 1,5-diyl, 1 -oxapentane- 1,5-diyl or 3-oxapentane-1,5-diyl. 6. Compositions as claimed in Claim 1, wherein m represents the number 1 or 2, n represents the number 0, X represents nitro, cyano, fluorine, chlorine, bromine, represents in each case optionally fluorine-, chlorine-, methoxy- or ethoxy-substituted methyl, ethyl, n- or i-propyl, 67 methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methyl thio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or i- propylamino methylaminocarbonyl, ethylaminocarbonyl, n- or i-propylaminocarbonyl or represents dimethylamino, dimethylamino carbonyl or dimethylaminosulphonyl, and represents one of the groupings below represents hydrogen, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy-, ethoxy-, n- or i-propoxy substitute methyl, ethyl, n- or i-propyl, n- or i-butyl, represents in each case optionally fluorine- and/oder chlorine- substituted propenyl, butenyl, propynyl or butynyl, or represents in each case optionally fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl cyclopropylmethyl, cyclobutylmethyl, cyclopentyl methyl or cyclohexylmethyl, represents hydrogen, represents in each case optionally cyano-, fluorine-, chlorine-, bromine-, methoxy-, ethoxy-, n-or i- propoxy- methylthio-, ethylthio-, n- or i-propylthio-substituted methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n~, i-, s- or t-butylthio, represents in each case optionally fluorine and/oder chlorine-substituted propenyl, butenyl, pentenyl, propenyloxy, butenyloxy, pentenyloxy, 68 propenylthio, butenylthio, pentenylthio, propynyl, butynyl, pentynyl, propynyloxy, butynyloxy, pentynyloxy, propynylthio, butynylthio or pentynylthio, represents in each case optionally fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, represents in each case optionally nitro-, cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i- propoxy-, difluoromethoxy or trifluoromethoxy-substituted phenyl, phenoxy, phenylthio, benzyl, phenylethyl, phenylmethoxy, phenylethoxy or phenylmethylthio, or represents in each case optionally nitro-, cyano-, halogen-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylmethyl, heterocyclylmethoxy or heterocyclylmethylthio, where the heterocyclyl group is selected from the group consisting of furyl, thienyl, pyrazolyl, pyridinyl and pyrimidinyl, and represents hydrogen, represents in each case optionally cyano-, fluorine-, chlorine-, methoxy-, ethoxy-, n- or i- propoxy substitute methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, n-, i-, s- or t-pentyl, or neo-pentyl, represents methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, represents in each case optionally fluorine- and/oder chlorine-substituted propenyl, butenyl, pentenyl, propynyl, butynyl or pentynyl, represents propenyloxy, butenyloxy or pentenyloxy, represents in each case optionally fluorine-, chlorine-, methyl- or ethyl-substituted cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyl methyl cyclobutylmethyl, cyclopentylmethyl or cyclohexyl 69 methyl or represents in each case optionally nitro-, cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i-, s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n-or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted phenyl, benzyl or phenylethyl, or together with R5 represents in each case optionally methyl- or ethyl-substituted butane-1,4-diyl (tetramethylene), 1-oxabutane-1,4-diyl, pentane-l,5-diyl, l-oxapentane-l,5-diyl or 3-oxapentane-1,5-diyl. 7. Composition as claimed in any of claims 1 to 6, wherein the compound of the formula (I) is one or more compounds selected from the compounds 2-(2-methoxycarbonyl-pheylsulphonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one (propoxycarbazone), 2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one (flucarbazone) and the corresponding sodium salts (propoxycarbazone-sodium and flucarbazone-sodium). 8. Compositions as claimed in any of claims 1 to 6, wherein the compound of the formula (II) is 2-methoxy-N-(4-(2-methoxybenzoyl- sulphamoyl) phenyl) acetamide. 9. Process for preparing a herbicidal composition, characterized in that a composition as claimed in any of claims 1 to 8 is mixed with surfactants and/or extenders. 10. Compositions substantially as herein described with reference to the foregoing description. 70 11. Process for preparing a herbicidal composition substantially as herein described with reference to the foregoing description. Dated this 19th day of August, 2002 RANJNA MEHTA-DUTT OF REMFRY & SAGAR AGENT FOR THE APPLICANTS 71 |
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750-mum-2002-abstract(8-7-2007).doc
750-mum-2002-abstract(8-7-2007).pdf
750-mum-2002-cancelled pages(8-6-2007).pdf
750-mum-2002-claims(granted)-(8-6-2007).doc
750-mum-2002-claims(granted)-(8-6-2007).pdf
750-mum-2002-correspondence(14-6-2007).pdf
750-mum-2002-correspondence(ipo)-(12-6-2006).pdf
750-mum-2002-form 1(19-8-2002).pdf
750-MUM-2002-FORM 16(8-9-2011).pdf
750-mum-2002-form 18(30-11-2005).pdf
750-mum-2002-form 2(granted)-(8-6-2007).doc
750-mum-2002-form 2(granted)-(8-6-2007).pdf
750-mum-2002-form 3(8-6-2007).pdf
750-mum-2002-form 5(19-8-2002).pdf
750-mum-2002-form 5(8-6-2007).pdf
750-mum-2002-form-pct-isa-210(8-6-2007).pdf
750-mum-2002-petition under rule 137(8-6-2007).pdf
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750-mum-2002-power of authority(19-8-2002).pdf
750-mum-2002-power of authority(8-6-2007).pdf
Patent Number | 215219 | ||||||||||||||||||||||||
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Indian Patent Application Number | 750/MUM/2002 | ||||||||||||||||||||||||
PG Journal Number | 13/2008 | ||||||||||||||||||||||||
Publication Date | 31-Mar-2008 | ||||||||||||||||||||||||
Grant Date | 22-Feb-2008 | ||||||||||||||||||||||||
Date of Filing | 19-Aug-2002 | ||||||||||||||||||||||||
Name of Patentee | BAYER AKTIENGESELLSCHAFT | ||||||||||||||||||||||||
Applicant Address | D-51368 LEVERKUSEN, GERMANY. | ||||||||||||||||||||||||
Inventors:
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PCT International Classification Number | A01N 53/00 | ||||||||||||||||||||||||
PCT International Application Number | N/A | ||||||||||||||||||||||||
PCT International Filing date | |||||||||||||||||||||||||
PCT Conventions:
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