Patent ID: 6515143
Filing Date: 2003-02-04
Classification: C04B,C07C,C07D,Y02W

Abstract:
A process for the preparation of N-diaminomethylene-2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzamide, whereina) 2-bromo-5-chlorotoluene is reacted with a secondary or tertiary organolithium compound and CO2 to produce 4-chloro-2-methylbenzoic acid, b) 4-chloro-2-methylbenzoic acid is reacted with chlorosulfonic acid, sodium sulfite and methyl iodide to produce 2-methyl-4-chloro-5-methylsulfonylbenzoic acid, c) 2-methyl-4-chloro-5-methylsulfonylbenzoic acid is reacted with benzylamine to produce 4-benzylamino-5-methylsulfonyl-2-methylbenzoic acid, d) 4-benzylamino-5-methylsulfonyl-2-methylbenzoic acid is esterified with an alcohol to produce the corresponding ester of 4-benzylamino-5-methylsulfonyl-2-methylbenzoic acid, e) the ester from d) is reduced to produce the corresponding 4-amino-5-methylsulfonyl-2-methylbenzoic ester, f) 4-amino-5-methylsulfonyl-2-methylbenzoic ester is reacted with dimethoxytetrahydrofuran to produce 2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzoic ester, and g) 2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzoic ester is reacted with guanidine to produce N-diaminomethylene-2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzmide.