N,N-Dimethylaniline → 6-Chloro-2[[4-(dimethylamino)phenyl]amino]3-nitrobenzoic acid

Participants

Reaction Steps

A mixture of 41.0 g of N,N-dimethyl-p-phenylenediamine, 100 ml of N,N-dimethylaniline, and 23.6 g of 2,6-dichloro-3-nitrobenzoic acid was heated for seven hours on a steam bath. The resulting cake was suspended in dichloromethane, filtered, and the solid washed with water. Recrystallization from DMF-ethanol provided 6-chloro-2[[4-(dimethylamino)phenyl]amino]-3-nitrobenzoic acid, mp 222°-223° C. (dec).

Provenance & Evidence