Title of Invention	"AN IMPROVED PROCESS FOR THE PREPARATION OF ALKYL 2-ACYL/CARBALKOXY-3-(SUBSITUTED AMINO) ACRYLATES
Abstract	An improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates which comprises heating a mixture alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates in presence of an organic solvents and temperature ranging 25 to boiling point of the said solvent used for a period of 1 to 10 hr., removing the said solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1.

Title of Invention

"AN IMPROVED PROCESS FOR THE PREPARATION OF ALKYL 2-ACYL/CARBALKOXY-3-(SUBSITUTED AMINO) ACRYLATES

Abstract

An improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates which comprises heating a mixture alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates in presence of an organic solvents and temperature ranging 25 to boiling point of the said solvent used for a period of 1 to 10 hr., removing the said solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1.

Full Text	This invention relates to an improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino)acrylates of formula I in the drawing accompanying this specification, wherein R1 is selected from alkyl, R2 is selected from alkyl, aryl, alkoxy and R3 is selected from alkyl, cycloalkyl, arylalkyl. More particularly, it relates to the preparation of the said compounds using alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II in the drawing accompanying this specification, wherein R1 is alkyl, R2 is selected from alkyl, aryl or alkoxy groups. The esters, alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II can be produced according to the process which has been fully described in our copending Patent Application No. 1255/DEL/1994. The alkyl esters of formula I prepared according to the procedure described in the present invention can serve as an intermediate for IV1 generation quinolone antibiotics like norfloxacin, pefloxacin, ciprofloxacin etc. [Bouzard, D. In Recent Progress in the Chemical Synthesis of Antibiotics, Lukacs, G.; Ohno, M., Eds.; Springer-Verlag, Berlin, 1990, p 249]. In the prior art alkyl 2-carbalkoxy-3- (substituted amino)acrylates are prepared by reacting ethoxymethylenemalonic acid ester with substituted amines [Price, C.C.; Roberts, R.M., J. Am. Chem. Soc., 1946, 68, 1204]. In our co-pending patents [Indian Patent Application Nos. 1453/DEL/95 & 798/DEL/96], alkyl 2-carbalkoxy-3-(substituted amino/acrylates are prepared in two steps from alkyl 3-trichloromethyl-2-carbalkoxyacrylates of formula II by reacting it with substituted amines to get addition product, followed by elimination of trichloromethyl group. In another prior art alkyl 2-acyl-3-(substituted amino)-acrylates are prepared by reacting acyl halides with alkyl 3-substitued aminoacrylate [Grohe, K.; Heitzer, H. Liebgs Ann. Chem. 1987, 29]. In yet another method, alkyl 2-acy!-3-(substituted amino)acrylates were obtained in two steps by reacting ethyl formate with ß-keto ester followed by treatment of alkyl amines [Grohe, K.; Zeiler, H. J.; Metzger, K. Ger. Off en, DE 3,142,854, 1983]. The drawback of this method that the starting material, ethoxymethylenemalonic acid ester, has to be obtained by the reaction of diethyl malonate and triethylorthoformate at high temperature. Moreover, this reaction gives lower yields of ethoxymethylenemalonic acid ester [Parham, W. E. and Reed, L. J. Org. Synth. Coll. Vol. 3, p395, 1955]. The object of the present invention is to provide an improved process for the preparation of alkyl 2-acyl/carbalkoxy-3- (substituted amino)acrylates of formula I, which avoids the use of ethoxymethylenemalonic acid ester. Yet another object of the present invention is to provided an improved process for alkyl 2-acyl/carbalkoxy-3- (substituted amino)acrylates of formula I starting from alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II in a single operation. Accordingly the present invention provides an improved process for the preparation of alkyl esters of formula I of the accompanying drawing, wherein R1 is selected from alkyl, R2 is selected from alkyl, aryl, alkoxy and R3 is selected from alkyl, cycloalkyl, arylalkyl, which comprises heating a mixture of alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II, wherein R1 is alkyl, R2 is selected from alkyl, aryl or alkoxy groups, in presence of amines of formula III of the accompanying drawing of this specification, wherein R3 is selected from alkyl, cycloalkyl, arylalkyl inclaimed organic solvents at the temperature in range of 25 °C to the boiling point temperature of the appropriate solvents for a period of 1 to 10 hr., removing the solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino)acrylates. In an embodiment the organic solvent is selected from acetonitrile, tetrahydrofuran, hydrocarbons such as hexane, cyclohexane, benzene, toluene, xylene, chlorinated hydrocarbons such as dichloromethane, dichloroethane etc., preferably acetonitrile. The invention is described hereinbelow with the examples, which are illustrative only and should not be construed to limit the scope of the present invention in any manner. Example 1 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (2.89 g), aqueous ethylamine (60%,2.0 ml), and acetonitrile (300 ml) was refluxed for 2 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(ethylamino)-2-carbethoxy acrylate in 90% yield. Example 2 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and acetonitrile (20 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 95% yield. Example 3 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and acetonitrile (20 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(cyclohexylamino)-2-carbethoxy acrylate in 95% yield. Example 4 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (2.89 g), benzylamine (1.27 g), and acetonitrile (20 ml) was refluxed for 10 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(benzylamino)-2-carbethoxy acrylate in 91% yield. Example 5 A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.63 g), aqueous ethylamine (60%, 3 ml), and acetonitrile (10 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(ethylamino)-2-(2'-chlorobenzoyl) acrylate in 85% yield. Example 5 A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), cyclo-hexylamine (0.118 g), and acetonitrile (10 ml) was refluxed for 4 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-hexylamino-2-(2'-chlorobenzoyl) acrylate in 75% yield. Example 6 A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), propylamine (0.144 g), and acetonitrile (15 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-propylamino-2-(2'-chlorobenzoyl) acrylate in 75% yield. Example 7 A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.63 g), cyclopropyl-amine (g), and acetonitrile (10 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclopropylamino-2-(2'-chlorobenzoyl) acrylate in 90% yield. Example 8 A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), benzylamine (0.26 g), and acetonitrile (15 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-benzylamino-2-(2'-chlorobenzoyl) acrylate in 80% yield. Example 9 A mixture of ethyl 3-trichloromethyl-2-acetylacrylate (1.3 g), hexylamine (0.97g), and acetonitrile (20 ml) was refluxed for 6 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-hexylamino-2-acetyl acrylate in 90% yield. Example 10 A mixture of ethyl 3-trichloromethyl-2-acetylacrylate (1.3 g), benzylamine (1.28 g), and acetonitrile (20 ml) was refluxed for 6 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-benzylamino-2-acetyl acrylate in 90% yield. Example 11 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and bezene (20 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 90% yield. Example 12 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and cyclohexane (20 ml) was refluxed for 4 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 91% yield. Example 13 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and toluene (30 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclohexylamino-2-carbethoxy acrylate in 75% yield. Example 14 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and dichloroethane (30 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclohexylamino-2-carbethoxy acrylate in 76% yield. Example 15 A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and acetonitrile (20 ml) was stirred at room temperature for 10 hr, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 85% yield. We claim : 1. An improved process for the preparation of alkyl 2-acyl/carbalkoxy-3- (substituted amino) acrylates of formula 1 in the drawing accompanying this specification, wherein R1 is selected from alkyl, R2 is selected from alkyl,aryl ,alkoxy and R3 is selected from alkyl, cycloalkyl, arylakyl, which comprises heating a mixture of alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II of the accompanying drawing of this specification, wherein R2 is selected from alkyl, aryl, alkoxy in presence of amines of formula III of the accompanying drawing of this specification, wherein R3 is selected from alkyl, cycloalkyl, arylkyl, in presence of claimed organic solverits as herein described and temperature ranging 25°C to boilingpoint of the said solvent used , for a period of 1 to 10 hr., removing the said solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1. 2. An improved process as claimed in claim 1, wherein the organic solvents used are selected from acetonitrile, tetrahydrofuran, hydrocarbons such as hexane, cyclohexane, benzene, toluene, xylene, chlorinated hydrocarbons such as dichloromethane, dichloroethane; preferably acetonitrile. 3. An improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1 as substantially described herein with reference to the examples.

Full Text

This invention relates to an improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino)acrylates of formula I in the drawing accompanying this specification, wherein R1 is selected from alkyl, R2 is selected from alkyl, aryl, alkoxy and R3 is selected from alkyl, cycloalkyl, arylalkyl. More particularly, it relates to the preparation of the said compounds using alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II in the drawing accompanying this specification, wherein R1 is alkyl, R2 is selected from alkyl, aryl or alkoxy groups.
The esters, alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II can be produced according to the process which has been fully described in our copending Patent Application No. 1255/DEL/1994.
The alkyl esters of formula I prepared according to the procedure described in the present invention can serve as an intermediate for IV1 generation quinolone antibiotics like norfloxacin, pefloxacin, ciprofloxacin etc. [Bouzard, D. In Recent Progress in the Chemical Synthesis of Antibiotics, Lukacs, G.; Ohno, M., Eds.; Springer-Verlag, Berlin, 1990, p 249].
In the prior art alkyl 2-carbalkoxy-3- (substituted amino)acrylates are prepared by reacting ethoxymethylenemalonic acid ester with substituted amines [Price, C.C.; Roberts, R.M., J. Am. Chem. Soc., 1946, 68, 1204]. In our co-pending patents [Indian Patent Application Nos. 1453/DEL/95 & 798/DEL/96], alkyl 2-carbalkoxy-3-(substituted amino/acrylates are prepared in two steps from alkyl 3-trichloromethyl-2-carbalkoxyacrylates of formula II by reacting it with substituted amines to get addition product, followed by elimination of trichloromethyl group. In another prior art alkyl 2-acyl-3-(substituted amino)-acrylates are prepared by reacting acyl halides with alkyl 3-substitued aminoacrylate [Grohe, K.; Heitzer, H. Liebgs Ann. Chem. 1987, 29]. In yet another method, alkyl 2-acy!-3-(substituted

amino)acrylates were obtained in two steps by reacting ethyl formate with ß-keto ester followed by treatment of alkyl amines [Grohe, K.; Zeiler, H. J.; Metzger, K. Ger. Off en, DE 3,142,854, 1983].
The drawback of this method that the starting material, ethoxymethylenemalonic acid ester, has to be obtained by the reaction of diethyl malonate and triethylorthoformate at high temperature. Moreover, this reaction gives lower yields of ethoxymethylenemalonic acid ester [Parham, W. E. and Reed, L. J. Org. Synth. Coll. Vol. 3, p395, 1955].
The object of the present invention is to provide an improved process for the preparation of alkyl 2-acyl/carbalkoxy-3- (substituted amino)acrylates of formula I, which avoids the use of ethoxymethylenemalonic acid ester.
Yet another object of the present invention is to provided an improved process for alkyl 2-acyl/carbalkoxy-3- (substituted amino)acrylates of formula I starting from alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II in a single operation.
Accordingly the present invention provides an improved process for the preparation of alkyl esters of formula I of the accompanying drawing, wherein R1 is selected from alkyl, R2 is selected from alkyl, aryl, alkoxy and R3 is selected from alkyl, cycloalkyl, arylalkyl, which comprises heating a mixture of alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of formula II, wherein R1 is alkyl, R2 is selected from alkyl, aryl or alkoxy groups, in presence
of amines of formula III of the accompanying drawing of this specification, wherein R3 is

selected from alkyl, cycloalkyl, arylalkyl inclaimed organic solvents at the temperature in
range of 25 °C to the boiling point temperature of the appropriate solvents for a period of 1 to 10 hr., removing the solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino)acrylates.

In an embodiment the organic solvent is selected from acetonitrile, tetrahydrofuran, hydrocarbons such as hexane, cyclohexane, benzene, toluene, xylene, chlorinated hydrocarbons such as dichloromethane, dichloroethane etc., preferably acetonitrile.
The invention is described hereinbelow with the examples, which are illustrative only and should not be construed to limit the scope of the present invention in any manner.
Example 1
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (2.89 g), aqueous ethylamine (60%,2.0 ml), and acetonitrile (300 ml) was refluxed for 2 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(ethylamino)-2-carbethoxy acrylate in 90% yield.
Example 2
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and acetonitrile (20 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 95% yield.
Example 3
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and acetonitrile (20 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue

was chromatogharphed using silica gel to get pure product, 3-(cyclohexylamino)-2-carbethoxy acrylate in 95% yield.
Example 4
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (2.89 g), benzylamine (1.27 g), and acetonitrile (20 ml) was refluxed for 10 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(benzylamino)-2-carbethoxy acrylate in 91% yield.
Example 5
A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.63 g), aqueous ethylamine (60%, 3 ml), and acetonitrile (10 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(ethylamino)-2-(2'-chlorobenzoyl) acrylate in 85% yield.
Example 5
A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), cyclo-hexylamine (0.118 g), and acetonitrile (10 ml) was refluxed for 4 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-hexylamino-2-(2'-chlorobenzoyl) acrylate in 75% yield.

Example 6
A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), propylamine (0.144 g), and acetonitrile (15 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-propylamino-2-(2'-chlorobenzoyl) acrylate in 75% yield.
Example 7
A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.63 g), cyclopropyl-amine (g), and acetonitrile (10 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclopropylamino-2-(2'-chlorobenzoyl) acrylate in 90% yield.
Example 8
A mixture of ethyl 3-trichloromethyl-2-(2'-chlorobenzoyl)acrylate (0.74 g), benzylamine (0.26 g), and acetonitrile (15 ml) was refluxed for 3 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-benzylamino-2-(2'-chlorobenzoyl) acrylate in 80% yield.
Example 9
A mixture of ethyl 3-trichloromethyl-2-acetylacrylate (1.3 g), hexylamine (0.97g), and acetonitrile (20 ml) was refluxed for 6 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue

was chromatogharphed using silica gel to get pure product, 3-hexylamino-2-acetyl acrylate in 90% yield.
Example 10
A mixture of ethyl 3-trichloromethyl-2-acetylacrylate (1.3 g), benzylamine (1.28 g), and acetonitrile (20 ml) was refluxed for 6 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-benzylamino-2-acetyl acrylate in 90% yield.
Example 11
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and bezene (20 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 90% yield.
Example 12
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and cyclohexane (20 ml) was refluxed for 4 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 91% yield.

Example 13
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and toluene (30 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclohexylamino-2-carbethoxy acrylate in 75% yield.
Example 14
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.74 g), cyclohexylamine (1.0 g), and dichloroethane (30 ml) was refluxed for 5 hr. The reaction mixture was cooled to room temperature, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-cyclohexylamino-2-carbethoxy acrylate in 76% yield.
Example 15
A mixture of ethyl 3-trichloromethyl-2-carbethoxyacrylates (1.52 g), n-propylamine (0.31 g), and acetonitrile (20 ml) was stirred at room temperature for 10 hr, solvent was removed by distillation under reduced pressure and the residue was chromatogharphed using silica gel to get pure product, 3-(n-propylamino)-2-carbethoxy acrylate in 85% yield.

We claim :
1. An improved process for the preparation of alkyl 2-acyl/carbalkoxy-3-
(substituted amino) acrylates of formula 1 in the drawing accompanying this
specification, wherein R1 is selected from alkyl, R2 is selected from alkyl,aryl
,alkoxy and R3 is selected from alkyl, cycloalkyl, arylakyl, which comprises
heating a mixture of alkyl 3-trichloromethyl-2-acyl/carbalkoxyacrylates of
formula II of the accompanying drawing of this specification, wherein R2 is
selected from alkyl, aryl, alkoxy in presence of amines of formula III of the
accompanying drawing of this specification, wherein R3 is selected from alkyl, cycloalkyl, arylkyl, in presence of claimed organic solverits as herein described and temperature ranging 25°C to boilingpoint of the said solvent used , for a period of 1 to 10 hr., removing the said solvent by distillation and purifying the product by conventional methods to obtain alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1.
2. An improved process as claimed in claim 1, wherein the organic solvents used
are selected from acetonitrile, tetrahydrofuran, hydrocarbons such as hexane,
cyclohexane, benzene, toluene, xylene, chlorinated hydrocarbons such as
dichloromethane, dichloroethane; preferably acetonitrile.
3. An improved process for the preparation alkyl 2-acyl/carbalkoxy-3-(substituted amino) acrylates of formula 1 as substantially described herein with reference to the examples.

Documents:

1968-del-1998-abstract.pdf

1968-del-1998-claims.pdf

1968-del-1998-correspondence-others.pdf

1968-del-1998-correspondence-po.pdf

1968-del-1998-description (complete).pdf

1968-del-1998-drawings.pdf

1968-del-1998-form-1.pdf

1968-del-1998-form-19.pdf

1968-del-1998-form-2.pdf

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Patent Number

215148

Indian Patent Application Number

1968/DEL/1998

PG Journal Number

10/2008

Publication Date

07-Mar-2008

Grant Date

21-Feb-2008

Date of Filing

10-Jul-1998

Name of Patentee

COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

Applicant Address

RAFI MARG, NEW DELHI- 110 001, INDIA

Inventors:

#	Inventor's Name	Inventor's Address
1	ABDUL RAKIB ABDUL SUBHAN DESHMUKH	SCIENTIST NATIONAL CHEMICAL LABORATORY, PUNE 411 008, INDIA
2	DWARKANATH GOVIND PANSE	SCIENTIST NATIONAL CHEMICAL LABORATORY, PUNE 411 008, INDIA
3	BABURAO MANIKRAO BHAWAL	SCIENTIST NATIONAL CHEMICAL LABORATORY, PUNE 411 008, INDIA

PCT International Classification Number

C07C 93/04

PCT International Application Number

N/A

PCT International Filing date

PCT Conventions:

#	PCT Application Number	Date of Convention	Priority Country
1			NA