公开(公告)号：CA2197046A1

公开(公告)日：1997-08-10

申请号：CA2197046

申请日：1997-02-07

Applicant: HOECHST AG

Inventor： PAPENFUHS THEODOR ,  DIERDORF ANDREAS ,  KRAUSE STEFAN ,  NEUMANN-GRIMM DORIS

IPC: B01J23/40 ,  C07B61/00 ,  C07C227/08 ,  C07C227/18 ,  C07C229/56 ,  C07C249/02 ,  C07C229/54

Abstract: Process for the preparation of N-carboxymethyleneanthranilic acid esters Process for the preparation of N-carboxymethyleneanthranilic acid esters of the formula (3) (3) by reacting a compound of the formula (1) (1) in which R' is hydrogen or a straight-chain or branched alkyl radical having 1 to 4 carbon atoms and R1, R2, R3 and R4 are identical or different and independently of one another are hydrogen, halogen, NO2, a straight-chain or branched alkyl, alkoxy or halogenated alkyl radical having in each case 1 to 6 carbon atoms, with a glyoxylic acid ester of the formula (2) OHC-COOR (2) in which R is a straight-chain or branched alkyl radical having 1 to 20 carbon atoms, phenyl radical or benzyl radical, which are unsubstituted or mono- or polysubstituted by halogen or an alkyl or alkoxy group having in each case 1 to 4 carbon atoms, in the presence of a solvent at 0 to 200.degree.C, optionally separating off the water formed during the reaction, and reducing the reaction product with hydrogen in the presence of a hydrogenation catalyst at a temperature of 0 to 200.degree.C under a pressure of 1 to 150 bar.

公开(公告)号：CA2152431A1

公开(公告)日：1995-12-24

申请号：CA2152431

申请日：1995-06-22

Applicant: HOECHST AG

Inventor： DIERDORF ANDREAS ,  PLANKER SIEGFRIED ,  PAPENFUHS THEODOR

IPC: C07C231/12 ,  C07C235/16 ,  C07C253/30 ,  C07C255/60

Abstract: The present invention relates to a process for the preparation of hydroxycarboxanilides of the formula (1) (1), in which R1 and R2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R3 is hydrogen or a straight-chain or branched alkyl group having 1 to 12 carbon atoms and n is an integer from 1 to 12, by reacting a halocarboxanilide of the formula (2) (2), in which R1, R2, R3 and n have the same meaning as in formula (1) and Hal is chlorine, bromine or iodine, with a basic compound in a solvent mixture comprising water and one or more polar aprotic solvents at a temperature of 40 to 180.degree.C.

公开(公告)号：CA2180812A1

公开(公告)日：1997-01-11

申请号：CA2180812

申请日：1996-07-09

Applicant: HOECHST AG

Inventor： DIERDORF ANDREAS ,  PAPENFUHS THEODOR

IPC: C07C231/02 ,  C07C235/16 ,  C07C253/30 ,  C07C255/60

Abstract: The present invention relates to a process for the preparation of hydroxycarboxylic acid amides of the general formula (1): (1) in which R1 and R2 are identical or different and are hydrogen, halogen, cyano, a linear or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R3 is hydrogen or a linear or branched alkyl group having 1 to 4 carbon atoms, R4 is hydrogen or a linear or branched alkyl group having 1 to 6 carbon atoms, or R3 and R4, together with the carbon atom to which they are attached, form a five- or six-membered cycloalkane ring, and n is an integer from 1 to 12, wherein an aniline of the general formula (2) (2) in which R1, R2, R3 and R4 are as defined in the formula (1), is reacted with a hydroxycarboxylic acid of the general formula (3) (3) in which n is as defined in the formula (1), in the presence or absence of an inert solvent, at 150 to 250.degree.C, and the constituents which are volatile under the reaction conditions are distilled out of the reaction mixture.