Hydrochloric Acid → 3-Benzylamino-4-chloro-5-methylsulfonyl benzoic acid

Participants

Reaction Steps

To a solution of 3-methylsulfonyl-4-chloro-5-aminobenzoic acid (1.25 g.) in 1N sodium hydroxide (5 ml.) is added benzyl bromide (1 ml.). The stirred reaction is heated at 45°-50° C. for 6 hours with the occasional addition of a few drops of 1N sodium hydroxide to maintain a pH of 9. The reaction mixture is diluted with water (50 ml.) and acidified with 1N hydrochloric acid to give 0.9 g. (53 %) of 3-benzylamino-4-chloro-5-methylsulfonylbenzoic acid, m.p. 254°-256.5° C. after recrystallization from nitromethane.

Provenance & Evidence