Title of Invention	HETEROCYCLIC-AMIDE COMPOUNDS
Abstract	N/A

Full Text

FORM 2 THE PATENTS ACT 1970 [39 OF 1970] COMPLETE SPECIFICATION [See Section 10] "HETEROCYCLIC-AMIDE DERIVATIVES1 BAYER AKTIENGESELLSCHAFT, a body corporate organised under the laws of Germany, 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:- The present invention relates to novel heterocyclic amide derivatives, to processes for preparing them and to their use as pesticides. It is known that certain 1-benzylamino-, 1-benzylideneamino- and 1-benzoylaminoimidazoles have pharmacological properties (cf. EP-A-283 857). Use of the substances specified therein as pesticides is, however, not described. The invention now provides novel compounds of the formula (I) CO-R (I), in which R1 and R2 independently of one another represent hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, represent optionally substituted cycloalkyl, represent optionally substituted heterocyclyl or, together with the carbon atoms to which they are attached, represent an optionally substituted mono-or bicyclic, carbocyclic or heterocyclic group. R3 and R4 independently of one another represent aryl or hetaryl, each optionally substituted. It has additionally been found that the novel compounds of the formula (I) are obtained if compounds of the formula (II) Le A 35 068-Foreign Countries in which R1, R2 and R3 are as defined above are reacted with compounds of the formula (HI) R5-CO R4 (HI) in which R4 is as defined above and R5 represents halogen (especially chlorine) or hydroxyl in the presence of a diluent and an acid acceptor and/or a carboxylic-acid-activating reagent (coupling reagent) and optionally a basic reaction auxiliary. Finally it has been found that the novel compounds of the formula (I) possess strongly pronounced biological properties and are suitable in particular for controlling animal pests, especially insects, spider mites and nematodes which occur in agriculture, in forestry, in the protection of stored products and of materials, and in the hygiene sector. A general definition of the compounds of the invention is given by the formula (I). Preferred substituents and ranges of the radicals set out in the formulae mentioned above and below are elucidated in the following text: R1 and R2 independently of one another preferably represent hydrogen, C1-C6-alkyl, C1-C6-alkoxy-C1-C3-alkyl, C1-C3-alkylthio-C1-C3-alkyl, represent in each case optionally C1-C3-alkyl-substituted C3-C7-cycloalkyl, which may optionally be interrupted by one or two oxygen and/or sulphur atoms, or, together with the carbon atoms to which they are attached, represent optionally C1-C3-alkyl-substituted C3-C4-alkanediyl, in which two carbon atoms that are not directly adjacent optionally form a further cyclic structure which may optionally be interrupted by one oxygen and/or sulphur atom. R3 preferably represents phenyl or hetaryl in each case optionally substituted once or twice by identical or different C1-C4alkyl, C1-C4alkoxy, halogen, C1-C4haloalkyl, C1-C4haloalkoxy, cyano, nitro, C1-C4alkylsulfonyl, C1-C4-haloalkylsulfonyl, thioamide or tetrazole substituents (for example pyridyl, thienyl, furyl, pyrimidinyl). R4 preferably represents phenyl in each case optionally substituted from one to four times by identical or different C1C4-alkyl, C1-C4-alkoxy, C1-C4-alkoxy-C1-C4-alkoxy, halogen, C1-C4-haloalkyl, C1C4-haloalkoxy or cyano sub¬stituents, in each case two adjacent carbon atoms optionally forming a five- or six-membered carbocycle which may optionally be interrupted by one or two oxygen atoms, or hetaryl (for example pyridyl, thienyl, furyl, pyrimidinyl). R1 and R2 independently of one another with particular preference represent hydrogen, C1-C5-alkyl, C1-C3-alkoxy-C1-C3-alkyl, C1-C3-alkylthio-C1-C3-alkyl, represent C3-C6-cycloalkyl or, together with the carbon atoms to which they are attached, represent C3-C4-alkanediyl in each case optionally substituted from one to three times by identical or different C1-C3-alkyl substituents and in which two carbon atoms not directly adjacent optionally form a further cyclic structure which may optionally be interrupted by an oxygen or sulphur atom. R3 with particular preference represents phenyl, pyridyl, thienyl, furyl or pyrimidinyl in each case optionally substituted once or twice by identical or different methyl, fluorine, chlorine, bromine, iodine, cyano, nitro, methoxy, trifluoromethyl, trifluoromethoxy, sulfonylmethyl, sulfonyltrifluoromethyl, thioamide or tetrazole substituents. R4 with particular preference represents phenyl in each case optionally substituted from one to four times by identical or different methyl, ethyl, fluorine, chlorine, bromine, trifluoromethyl, methoxy, trifluoromethoxy, ethoxymethyl ether or cyano substituents, two adjacent carbon atoms optionally forming a five- or six-membered carbocycle which may optionally be interrupted by one or two oxygen atoms. R1 with very particular preference represents hydrogen or methyl, R2 with very particular preference represents hydrogen, methyl, ethyl, n- or isopropyl, n-, iso- or s-butyl, cyclopentyl, or cyclohexyl, or R1 and R2, together with the carbon atoms to which they are attached, with very particular preference represent C3-C4-alkanediyl optionally substituted once or twice by methyl or represent C4-alkanediyl in which two carbon atoms not directly adjacent optionally form a further cyclic structure which may optionally be interrupted by an oxygen atom, R3 with very particular preference represents phenyl optionally substituted once or twice by identical or different methyl, fluorine, chlorine, bromine, iodine, nitro, cyano, methoxy or trifluoromethyl substituents. R4 with very particular preference represents phenyl in each case optionally substituted from one to four times by identical or different methyl, ethyl, fluorine, chlorine, bromine, trifluoromethyl, methoxy, trifluoromethoxy, 2-methoxyethoxy or cyano substituents, two adjacent carbon atoms optionally forming a five- or six-membered carbocycle which may optionally be interrupted by one or two oxygen atoms. The definitions of radicals and/or elucidations given above or given in ranges of preference apply to the end products and to the precursors and intermediates correspondingly. These definitions of radicals may be combined as desired with one another, hence including combinations between the respective ranges of preference. Preference in accordance with the invention is given to the compounds of the formula (I) in which there is a combination of the definitions set out above as being preferred (preferably). Particular preference in accordance with the invention is given to the compounds of the formula (I) in which there is a combination of the definitions set out above as being particularly preferred (with particular preference). Very particular preference in accordance with the invention is given to the compounds of the formula (I) in which there is a combination of the definitions set out above as being very particularly preferred (with very particular preference). In the definitions of radicals set out above and below hydrocarbon radicals, such as alkyl, both alone and in conjunction with heteroatoms, such as alkoxy, are where possible in each case straight-chain or branched. Using, for example, l-amino-4,5-dimethyl-2-(3,5-dimethylphenyl)imidazole and 4-ethylbenzoyl chloride as starting materials, the course of reaction in the process of the invention may be depicted by the following formula scheme: A general definition of the compounds to be used as starting materials for carrying out the process of the invention is given by the formulae (II) and (HI). The compounds of the formula (II) are novel with the exception of l-amino-2-phenylimidazole, l-amino-2-(4-chlorophenyl)imidazole, l-amino-2-(4-methoxy-phenyl)imidazole and l-amino-2-(3,4-dimethoxyphenyl)imidazole. They may be obtained by subjecting compounds of the formula (IV) (IV) in which R1, R2 and R3 are as defined above and R6 denotes alkyl or optionally substituted phenyl to hydrolytic cleavage with an acid, for example, optionally in the presence of a diluent. The compounds of the formula (IV) are likewise novel. They may be obtained by reacting compounds of the formula (V) in which R1, R2, R3 and R6 are as defined above with a water-removing agent such as POCl3, PC15 or SOCl2, for example, optionally in the presence of a diluent. The compounds of the formula (V) are known in principle and may be prepared in accordance with a process known from the literature (Liebigs Ann. Chem. 1978, 1916). Some of the compounds of the formula (HI) are novel. The following compounds of the formula (HI) are novel: The compounds of the formula (HI) may be prepared in accordance with the Preparation Examples (IH-1, ni-2 and M-3). The process of the invention is preferably carried out using diluents. Suitable diluents include virtually all inert organic solvents. These include preferably aliphatic and aromatic, optionally halogenated hydrocarbons such as pentane, hexane, heptane, cyclohexane, petroleum ether, benzine, ligroin, benzene, toluene, xylene, methylene chloride, ethylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, ethers such as diethyl and dibutyl ether, glycol dimethyl ether and diglycol dimethyl ether, tetrahydrofuran and dioxane, ketones such as acetone, methyl ethyl ketone, methyl isopropyl ketone or methyl isobutyl ketone, esters such as methyl or ethyl acetate, nitriles such as acetonitrile or propionitrile, for example, amides such as dimethylformamide, dimethylacetamide and N-methylpyrrolidone, for example, and also dimethyl sulfoxide, tetramethylene sulfone or hexamethylphosphoramide. As acid acceptors in the process of the invention it is possible to use all acid binders which can commonly be used for such reactions. Those suitable include preferably alkali metal and alkaline earth metal hydrides, such as lithium, sodium, potassium or calcium hydride, alkali metal or alkaline earth metal hydroxides, such as lithium, sodium, potassium or calcium hydroxide, alkali metal or alkaline earth metal carbonates or bicarbonates, such as sodium or potassium carbonates or bicarbonate or calcium carbonate, alkali metal acetates, such as sodium or potassium acetate, alkali metal alkoxides, such as sodium or potassium tert-butoxide, and also basic nitrogen compounds, such as trimethylamine, triethylamine, tripropylamine, tributylamine, diisobutylamine, dicyclohexylamine, ethyldiisopropylamine, ethyldicyclohexylamine, N,N-dimethylbenzylamine, N,N-dimethylaniline, pyridine, 2-methyl-, 3-methyl-, 4-methyl-, 2,4-dimethyl-, 2,6-dimethyl-, 2-ethyl-, 4-ethyl- and 5-ethyl-2-methyl-pyridine, l,5-diazabicyclo[4.3.0]non-5-ene (DBN), l,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or l,4-diazabicyclo[2.2.2]octane (DABCO). As carboxylic-acid-activating reagent (coupling reagent) use is made in the process of the invention of all those suitable for preparing an amide linkage (cf. e.g.: Houben-Weyl, Methoden der organischen Chemie, Volume 15/2; Bodanszky et al., Peptide Synthesis 2nd ed. (Wiley & Sons, New York 1976) or Gross, Meienhofer, The Peptides: Analysis Synthesis, Biology (Academic Press, New York 1979). It is preferred to employ the following methods: active ester method with pentachlorophenol (Pep) and pentafluorophenol (Pfp), N-hydroxysuccinimide, N-hydroxy-5-norbornene-2,3-dicarboxamide (HONB), 1-hydroxybenzotriazole (HOBt) or 3-hydroxy-4-oxo-3,4-dihydro-l,2,3-benzotriazine as alcohol component, coupling with carbodiimides such as dicyclohexylcarbodiimide (DCC) by the DCC additive process, or with n-propanephosphonic anhydride (PPA) and mixed-anhydride method using pivaloyl chloride, ethyl (EEDQ) and isobutyl (DDQ) chloroformate or coupling with phosphonium reagents, such as benzotriazol-l-yloxytris(dimethylaminophosphonium) hexafluorophosphate (BOP), bis(2-oxo-3-oxazolidinyl)phosphonium chloride (BOP-Cl), or with phosphonic ester reagents, such as diethyl cyanophosphonate (DEPC) and diphenylphosphoryl azide (DPPA) or uronium reagents, such as 2-(lH-benzotriazol-l-yl)-l,l,3,3-tetramethyluronium tetrafluoroborate (TBTU). As basic reaction auxiliaries for carrying out the process of the invention it is possible to use all suitable acid binders such as amines, especially tertiary amines, and also alkali metal compounds and alkaline earth metal compounds. Examples thereof that may be mentioned include the hydroxides, oxides and carbonates of lithium, sodium, potassium, magnesium, calcium and barium, and also other basic compounds such as amidine bases or guanidine bases such as 7-methyl-l,5,7-triazabi-cyclo[4.4.0]dec-5-ene (MTBD), diazabicyclo[4.3.0]nonene (DBN), diazabicyclo-[2.2.2]octane (DABCO), l,8-diazabicyclo[5.4.0]undecene (DBU), cyclohexyltetra-butylguanidine (CyTBG), cyclohexyltetramethylguanidine (CyTMG), N,N,N,N-tetramethyl-l,8-naphthalenediamine, pentamethylpiperidine, tertiary amines such as triethylamine, trimethylamine, tribenzylamine, triisopropylamine, tributylamine, tribenzylamine, tricyclohexylamine, triamylamine, trihexylamine, N,N-dimethylaniline, N,N-dimethyltoluidine, N,N-dimethyl-p-aminopyridine, N-methylpyrrolidine, N-methylpiperidine, N-methylimidazole, N-methylpyrrole, N-methylmorpholine, N-methylhexamethyleneimine, pyridine, 4-pyrrolidinopyridine, 4-dimethylaminopyridine, quinoline, a-picoline, isoquinoline, pyrimidine, acridine, N,N,N',N'-tetramethylenedi amine, N,N,N',N'-tetraethylenediamine, quinoxaline, N-propyldiisopropylamine, N-ethyldiisopropylamine, N,N'-dimethylcyclohexylamine, 2,6-lutidine, 2,4-lutidine or triethylenediamine. The reaction temperatures in the process of the invention may be varied within a relatively large range. It is normal to operate at temperatures between -20°C and 80°C, preferably at temperatures between 0°C and 50°C. The process of the invention is generally carried out under atmospheric pressure. It is, however, also possible to operate under increased or reduced pressure. For carrying out the process of the invention the particular requisite starting materials are used generally in approximately equimolar amounts. It is, however, also possible to use one of the two components used in each case in a relatively large excess. It may also be advantageous to operate with 2 or more equivalents of the compound of the formula (HI). In this case the product is predominantly a bisbenzoylated derivative, which in a second step is hydrolytically cleaved to the monobenzoylated derivative. Workup in the processes of the invention takes place in each case in accordance with customary methods (cf. Preparation Examples). It has also been found that the novel compounds of the formula (I) are obtained if compounds of the formula (VI) (VI) ! 1 j in which R1 and R2 are as defined above are reacted with compounds of the formula (VII) R3CHO (VH) in which R3 is as defined above and compounds of the formula (VIII) R4 CO NH NH2 (VIE) in which R4 is as defined above in the presence of a diluent at temperatures between 20°C and 160°C and the resulting N-oxide derivative is reacted with zinc in glacial acetic acid at temperatures between 20°C and 100°C (Z. Chem. 1971, lj., 10) or titanium tetrachloride and sodium iodide in the presence of a diluent at temperatures between 0°C and 60°C (Chem. Ber. 1990, 123, 647) or trialkyl phosphite in the presence of a diluent at temperatures between 0°C and 80°C (JCS, 1962, 1917) or phosphorus trichloride in the presence of a diluent at temperatures between 10°C and 100°C (Tet. 1999, 55, 1441) or DDQ in the presence of a diluent at temperatures between 10°C and 100°C (Tet. 1999, 55, 1441) or TCNQ/TCNQF4 in the presence of a diluent at temperatures between 0°C and 80°C (J. Chem. Res. (S) 1999, 620). The compounds of the formulae (VI), (VII) and (VIE) are known in principle and in many cases are indeed available commercially. Compounds of the formula (VI) may be obtained, for example, in accordance with Org. Syn. Coll. Vol. II, 204; compounds of the formula (VIII), for example, in accordance with Pharmazie 1996, 51,83. The active compounds are suitable for controlling animal pests, in particular insects, arachnids and nematodes, which are encountered in agriculture, in forestry, in the protection of stored products and of materials, and in the hygiene sector, and have good plant tolerance and favourable toxicity to warm-blooded animals. They may preferably be employed as plant protection agents. They are active against normally sensitive and resistant species and against all or some stages of development. The abovementioned pests include: From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare and Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus. From the order of the Chilopoda, for example, Geophilus carpophagus and Scutigera spp. From the order of the Symphyla, for example, Scutigerella immaculata. From the order of the Thysanura, for example, Lepisma saccharina. From the order of the Collembola, for example, Onychiurus armatus. From the order of the Orthoptera, for example, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp. and Schistocerca gregaria. From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae and Blattella germanica. From the order of the Dermaptera, for example, Forficula auricularia. From the order of the Isoptera, for example, Reticulitermes spp. From the order of the Phthiraptera, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp. and Damalinia spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci, Thrips palmi and Frankliniella accidentalis. From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus and Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp. and Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua Teticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp. and Oulema oryzae. From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica and Lissorhoptrus oryzophilus. From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp. From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp. and Liriomyza spp. From the order of the Siphonaptera, for example, Xenopsylla cheopis and Ceratophyllus spp. From the class of the Arachnida, for example, Scorpio maurus, Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp. and Brevipalpus spp. The phytoparasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp. and Bursaphelenchus spp. If appropriate, the compounds according to the invention can, at certain concentrations or application rates, also be used as herbicides or microbicides, for example as fungicides, antimycotics and bactericides. If appropriate, they can also be employed as intermediates or precursors for the synthesis of other active compounds. All plants and plant parts can be treated in accordance with the invention. Plants are to be understood as meaning in the present context all plants and plant populations such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which can be obtained by conventional plant breeding and optimization methods or by biotechnological and recombinant methods or by combinations of these methods, including the transgenic plants and including the plant cultivars protectable or not protectable by plant breeders' rights. Plant parts are to be understood as meaning all parts and organs of plants above and below the ground, such as shoot, leaf, flower and root, examples which may be mentioned being leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. The plant parts also include harvested material, and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds. The treatment according to the invention of the plants and plant parts with the active compounds is carried out directly or by allowing the compounds to act on the surroundings, environment or storage space by the customary treatment methods, for example by immersion, spraying, evaporation, fogging, scattering, painting on and, in the case of propagation material, in particular in the case of seeds, also by applying one or more coats. The active compounds can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with active compound and microencapsulations in polymeric substances. These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is to say liquid solvents and/or solid carriers, optionally with the use of surfactants, that is to say emulsifiers and/or dispersants and/or foam-formers. If the extender used is water, it is also possible to employ for example organic solvents as auxiliary solvents. Essentially, suitable liquid solvents are: aromatics such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and also their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulphoxide, and also water. Suitable solid carriers are: for example ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as highly disperse silica, alumina and silicates; suitable solid carriers for granules are: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, and also synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, maize cobs and tobacco stalks; suitable emulsifiers and/or foam-formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates and also protein hydrolysates; suitable dispersants are: for example lignosulphite waste liquors and methylcellulose. Tackifiers such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, as well as natural phospholipids such as cephalins and lecithins, and synthetic phospholipids, can be used in the formulations. Other additives can be mineral and vegetable oils. It is possible to use colorants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally comprise between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%. The active compounds according to the invention can be used as such or in their formulations, including mixtures with known fungicides, bactericides, acaricides, nematicides or insecticides, so as, for example, to broaden the spectrum of action or prevent resistances developing. In many cases here, synergistic effects are obtained, i.e. the activity of the mixture is greater than the activity of the individual components. Suitable co-components are, for example, the following compounds: Fungicides: aldimorph, ampropylfos, ampropylfos-potassium, andoprim, anilazine, azaconazole, azoxystrobin, benalaxyl, benodanil, benomyl, benzamacril, benzamacryl-isobutyl, bialaphos, binapacryl, biphenyl, bitertanol, blasticidin-S, bromuconazole, bupirimate, buthiobate, calcium polysulphide, carpropamid, capsimycin, captafol, captan, carbendazim, carboxin, carvon, quinomethionate, chlobenthiazone, chlorfenazole, chloroneb, chloropicrin, chlorothalonil, chlozolinate, clozylacon, cufraneb, cymoxanil, cyproconazole, cyprodinil, cyprofuram, debacarb, dichlorophen, diclobutrazole, diclofluanid, diclomezine, dicloran, diethofencarb, difenoconazole, dimethirimol, dimethomorph, diniconazole, diniconazole-M, dinocap, diphenylamine, dipyrithione, ditalimfos, dithianon, dodemorph, dodine, drazoxolon, edifenphos, epoxiconazole, etaconazole, ethirimol, etridiazole, famoxadon, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenitropan, fenpiclonil, fenpropidin, fenpropimorph, fentin acetate, fentin hydroxide, ferbam, ferimzone, fluazinam, flumetover, fluoromide, fluquinconazole, flurprimidol, flusilazole, flusulfamide, flutolanil, flutriafol, folpet, fosetyl-aluminium, fosetyl-sodium, fthalide, fuberidazole, furalaxyl, furametpyr, furcarbonil, furconazole, furconazole-cis, furmecyclox, guazatine, hexachlorobenzene, hexaconazole, hymexazole, imazalil, imibenconazole, iminoctadine, iminoctadine albesilate, iminoctadine triacetate, iodocarb, ipconazole, iprobenfos (IBP), iprodione, iprovalicarb, irumamycin, isoprothiolane, isovaledione, kasugamycin, kresoxim-methyl, copper preparations, such as: copper hydroxide, copper naphthenate, copper oxychloride, copper sulphate, copper oxide, oxine-copper and Bordeaux mixture, mancopper, mancozeb, maneb, meferimzone, mepanipyrim, mepronil, metalaxyl, metconazole, methasulfocarb, methfuroxam, metiram, metomeclam, metsulfovax, mildiomycin, myclobutanil, myclozolin, nickel dimethyldithiocarbamate, nitrothal-isopropyl, nuarimol, ofurace, oxadixyl, oxamocarb, oxolinic acid, oxycarboxim, oxyfenthiin, paclobutrazole, pefurazoate, penconazole, pencycuron, phosdiphen, picoxystrobin, pimaricin, piperalin, polyoxin, polyoxorim, probenazole, prochloraz, procymidone, propamocarb, propanosine-sodium, propiconazole, propineb, pyraclostrobin, pyrazophos, pyrifenox, pyrimethanil, pyroquilon, pyroxyfur, quinconazole, quintozene (PCNB), quinoxyfen, sulphur and sulphur preparations, spiroxamine, tebuconazole, tecloftalam, tecnazene, tetcyclacis, tetraconazole, thiabendazole, thicyofen, thifluzamide, thiophanate-methyl, thiram, tioxymid, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazbutil, triazoxide, trichlamide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, uniconazole, validamycin A, vinclozolin, viniconazole, zarilamide, zineb, ziram and also Dagger G, OK-8705, OK-8801, a-( 1,1 -dimethylethyl)-P-(2-phenoxyethyl)-1H-1,2,4-triazole-1 -ethanol, a-(2,4-dichlorophenyl)-P-fluoro-b-propyl-lH-l,2,4-triazole-l-ethanol, a-(2,4-dichlorophenyl)-P-methoxy-a-methyl-lH-l,2,4-triazole-l-ethanol, a-(5-methyl-l,3-dioxan-5-yl)-P-[[4-(trifluoromethyl)-phenyl]-methylene]-lH-l,2,4- triazole-1-ethanol, (5RS,6RS)-6-hydroxy-2,2,7,7-tetramethyl-5-(lH-l,2,4-triazol-l-yl)-3-octanone, (E)-a-(methoxyimino)-N-methyl-2-phenoxy-phenylacetamide, l-(2,4-dichlorophenyl)-2-(lH-l,2,4-triazol-l-yl)-ethanone-0-(phenylmethyl)-oxime, l-(2-methyl-l-naphthalenyl)-lH-pyrrole-2,5-dione, l-(3,5-dichlorophenyl)-3-(2-propenyl)-2,5-pyrrolidinedione, l-[(diiodomethyl)-sulphonyl]-4-methyl-benzene, l-[[2-(2,4-dichlorophenyl)-l,3-dioxolan-2-yl]-methyl]-lH-imidazole, l-[[2-(4-chlorophenyl)-3-phenyloxiranyl]-methyl]-lH-l,2,4-triazole, l-[l-[2-[(2,4-dichlorophenyl)-methoxy]-phenyl]-ethenyl]-lH-imidazole, l-methyl-5-nonyl-2-(phenylmethyl)-3-pyrrolidinole, 2',6'-dibromo-2-methyl-4'-trifluoromethoxy-4'-trifluoromethyl-l,3-thiazole-5- carboxanilide, 2,6-dichloro-5-(methylthio)-4-pyrimidinyl-thiocyanate, 2,6-dichloro-N-(4-trifluoromethylbenzyl)-benzamide, 2,6-dichloro-N-[[4-(trifluoromethyl)-phenyl]-methyl]-benzamide, 2-(2,3,3-tri i odo-2-propenyl)-2H-tetrazole, 2-[(l-methylethyl)-sulphcnyl]-5-(trichloromethyl)-l,3,4-thiadiazole, 2-[[6-deoxy-4-0-(4-0-methyl-P-D-glycopyranosyl)-a-D-glucopyranosyl]-amino]-4- methoxy-lH-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, 2-aminobutane, 2-bromo-2-(bromomethyl)-pentanedinitrile, 2-chloro-N-(2,3-dihydro-1,1,3-trimethyl-1 H-inden-4-yl)-3-pyridinecarboxamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(isothiocyanatomethyl)-acetamide, 2-phenylphenol (OPP), 3,4-dichloro-l-[4-(difluoromethoxy)-phenyl]-lH-pyrrole-2,5-dione, 3,5-dichloro-N-[cyano[(l-methyl-2-propynyl)-oxy]-methyl]-benzamide, 3-( 1,1 -dimethylpropyl)-1 -oxo- lH-indene-2-carbonitrile, 3-[2-(4-chlorophenyl)-5-ethoxy-3-isoxazolidinyl]-pyridine, 4-chloro-2-cyano-N,N-dimethyl-5-(4-rnethylphenyl)-lH-imidazole-l-sulphonamide, 4-methyl-tetrazolo[l,5-a]quinazolin-5(4H)-one, 8-hydroxyquinoline sulphate, 9H-xanthene-2-[(phenylamino)-carbonyl]-9-carboxylichydrazide, bis-(l-methy]ethyl)-3-methyl-4-[(3-methylbenzoyl)-oxy]-2,5-thiophenedicarboxylate, cis-l-(4-chlorophenyl)-2-(lH-l,2,4-triazol-l-yl)-cycloheptanol, cis-4-[3-[4-(l, 1 -dimethy]propyl)-phenyl]-2-methylpropyl]-2,6-dimethyl-morpholine hydrochloride, ethyl [(4-chlorophenyl)-azo]-cyanoacetate, potassium bicarbonate, methanetetrathiol-sodium salt, methyl l-(2,3-dihydro-2,2-dimethyl-lH-inden- 1-yl)-lH-imidazole-5-carboxylate, methyl N-(2,6-dimethylphenyl)-N-(5-isoxazolylcarbonyl)-DL-alaninate, methyl N-(chloroacetyl)-N-(2,6-dimethylphenyl)-DL-alaninate, N-(2,6-dimethylphenyl)-2-methoxy-N-(tetrahydro-2-oxo-3-furanyl)-acetamide, N-(2,6-dimethylphenyl)-2-methoxy-N-(tetrahydro-2-oxo-3-thienyl)-acetamide, N-(2-chloro-4-nitrophenyl)-4-methyl-3-nitro-benzenesulphonamide, N-(4-cyclohexylphenyl)-l,4,5,6-tetrahydro-2-pyrimidineamine, N-(4-hexylphenyl)-l,4,5,6-tetrahydro-2-pyrimidineamine, N-(5-chloro-2-methylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)-acetamide, N-(6-methoxy-3-pyridinyl)-cyclopropanecarboxamide, N-[2,2,2-trichloro-l-[(chloroacetyl)-amino]-ethyl]-benzamide, N-[3-chloro-4,5-bis-(2-propinyloxy)-phenyl]-N'-methoxy-methaneimidamide, N-formyl-N-hydroxy-DL-alanine-sodiumsalt, 0,0-diethyl [2-(dipropylamino)-2-oxoethyl]-ethylphosphoramidothioate, O-methyl S-phenyl phenylpropylphosphoramidothioate, S-methyl 1,2,3-benzothiadiazole-7-carbothioate, spiro[2H]-l-benzopyran-2,1' (3'H)-isobenzofuran]-3' -one; 4-[3,4-dimethoxyphenyl-3-(4-fluorophenyl)-acryloyl]-morpholine. Bactericides: bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furancarboxylic acid, oxytetracyclin, probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations. Insecticides / acaricides / nematicides: abamectin, acephate, acetamiprid, acrinathrin, alanycarb, aldicarb, aldoxycarb, alpha-cypermethrin, alphamethrin, amitraz, avermectin, AZ 60541, azadirachtin, azamethiphos, azinphos A, azinphos M, azocyclotin, Bacillus popilliae, Bacillus sphaericus, Bacillus subtilis, Bacillus thuringiensis, baculoviruses, Beauveria bassiana, Beauveria tenella, bendiocarb, benfuracarb, bensultap, benzoximate, betacyfluthrin, bifenazate, bifenthrin, bioethanomethrin, biopermethrin, bistrifluron, BPMC, bromophos A, bufencarb, buprofezin, butathiofos, butocarboxim, butylpyridaben, cadusafos, carbaryl, carbofuran, carbophenothion, carbosulfan, cartap, chloethocarb, chlorethoxyfos, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, chlorpyrifos, chlorpyrifos M, chlovaporthrin, chromafenozide, cis-resmethrin, cispermethrin, clocythnn, cloethocarb, clofentezine, clothianidin, cyanophos, cycloprene, cycloprothrin, cyfluthrin, cyhalothrin, cyhexatin, cypermethrin, cyromazine, deltamethrin, demeton M, demeton S, demeton-S-methyl, diafenthiuron, diazinon, dichlorvos, dicofol, diflubenzuron, dimethoate, dimethylvinphos, diofenolan, disulfoton, docusat-sodium, dofenapyn, eflusilanate, emamectin, empenthrin, endosulfan, Entomopfthora spp., esfenvalerate, ethiofencarb, ethion, ethoprophos, etofenprox, etoxazole, etrimfos, fenamiphos, fenazaquin, fenbutatin oxide, fenitrothion, fenothiocarb, fenoxacrim, fenoxycarb, fenpropathrin, fenpyrad, fenpyrithrin, fenpyroximate, fenvalerate, fipronil, fluazuron, flubrocythrinate, flucycloxuron, flucythrinate, flufenoxuron, flumethrin, flutenzine, fluvalinate, fonophos, fosmethilan, fosthiazate, fubfenprox, furathiocarb, granulosis viruses, halofenozide, HCH, heptenophos, hexaflumuron, hexythiazox, hydroprene, imidacloprid, indoxacarb, isazofos, isofenphos, isoxathion, ivermectin, nuclear polyhedrosis viruses, lambda-cyhalothrin, lufenuron, malathion, mecarbam, metaldehyde, methamidophos, Metharhizium anisopliae, Metharhizium flavoviride, methidathion, methiocarb, methoprene, methomyl, methoxyfenozide, metolcarb, metoxadiazone, mevinphos, milbemectin, milbemycin, monocrotophos, naled, nitenpyram, nithiazine, novaluron, omethoate, oxamyl, oxydemethon M, Paecilomyces fumosoroseus, parathion A, parathion M, permethrin, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimicarb, pinmiphos A, pinmiphos M, profenofos, promecarb, propargite, propoxur, prothiofos, prothoate, pymetrozine, pyraclofos, pyresmethrin, pyrethrum, pyridaben, pyridathion, pyrimidifen, pyriproxyfen, quinalphos, ribavirin, salithion, sebufos, silafluofen, spinosad, spirodiclofen, sulfotep, sulprofos, tau-fluvalinate, tebufenozide, tebufenpyrad, tebupirimiphos, teflubenzuron, tefluthrin, temephos, temivinphos, terbufos, tetrachlorvinphos, tetradifon, theta-cypermethrin, thiacloprid, thiamethoxam, thiapronil, thiatriphos, thiocyclam hydrogen oxalate, thiodicarb, thiofanox, thuringiensin, tralocythrin, tralomethrin, triarathene, triazamate, triazophos, triazuron, trichlophenidine, trichlorfon, triflumuron, trimethacarb, vamidothion, vaniliprole, Verticillium lecanii, YI5302, zeta-cypermethrin, zolaprofos, devices 39A & 39B. Fine particles of spent catalyst and coked adsorbent carried along with hydrocarbon vapors to the reactor 38 are separated using cyclones 40A & 40B.The diplegs of 39A, 39B, 40A & 40B are terminated close to spent catalyst and coked adsorbent bed interface in stripper cum separator 37. As described above, spent catalyst and coked adsorbent mixture collected in stripper cum separator 37 is separated in to two layers 62 & 63 and taken to respective regenerators 44, & 54 for regeneration/reactivation. The cycle of regeneration, feed contaminants removal, cracking reaction followed by gas-catalyst-adsorbent separation and then separation of spent catalyst from coked adsorbent is continued. Though it is not shown in Fig 2, riser 35 employed in the present invention may also be located externally. In such situation, the cyclones are connected to the riser 35 top and the diplegs of these cyclones are connected to stripper cum separator 37 at the interface of catalyst-adsorbent bed. The present invention also includes recycling of coked adsorbent 63 separated in stripper cum separator 37 directly to riser entry 32 without under going regeneration step via recycle adsorbent stand pipe 60(A) and slide valve 61 is used to control coked adsorbent flow to riser entry 32. Other wise, instead of oxygen containing gas or air, steam is used in adsorbent regenerator 54 for the purpose of keeping fluidization conditions required. This provision is very helpful when calcined petroleum coke is used as an adsorbent. Though not indicated in Fig.2 there is a provision for adding or withdrawing adsorbent and catalyst to/from catalyst regenerator 44 and adsorbent regenerator 54 Fig 3 illustrates the FCC apparatus of the present invention wherein stripper cum separator (7) is employed to perform dual functions, firstly as a conventional stripper and secondly as a separator device to separate catalyst from adsorbent using steam (6) as a stripping/fluidizing media. The superficial velocity of steam in stripper cum separator (7) is maintained in such a way that two distinctly different layers (depending upon the particle size/density of catalyst and adsorbent) i.e. a layer of catalyst and another layer of adsorbent (33 and 32) are formed in stripper cum separator (7).

Documents:

536-mum-2002-cancelled pages(14-02-2007).pdf

536-mum-2002-correspondence(14-02-2007).pdf

536-mum-2002-correspondence(ipo)-(10-11-2006).pdf

536-mum-2002-form 1(18-06-2002).pdf

536-mum-2002-form 13(14-12-2007).pdf

536-mum-2002-form 18(30-11-2005).pdf

536-mum-2002-form 1a(08-08-2006).pdf

536-mum-2002-form 1a(31-01-2007).pdf

536-mum-2002-form 2(granted)-(08-08-2006).doc

536-mum-2002-form 2(granted)-(08-08-2006).pdf

536-mum-2002-form 3(05-08-2002).pdf

536-mum-2002-form 3(08-08-2006).pdf

536-mum-2002-form 3(18-06-2002).pdf

536-mum-2002-form 5(08-08-2006).pdf

536-mum-2002-power of authority(08-08-2006).pdf

536-mum-2002-power of authority(23-12-1999).pdf