5-Chloro-2-nitrobenzoic acid → 2-Amino-5-chlorobenzoic acid

Participants

Reaction Steps

8.0 g of 5-chloro-2-nitrobenzoic acid [4-(3-chloro-5-trifluoromethylpyridyl-2-oxy)-anilide] are dissolved in 90 ml of tetrahydrofuran and the solution is hydrogenated for 6 hours at room temperature under a hydrogen atmosphere in the presence of 4 g of 5% rhodium/carbon. The reaction mixture is then filtered and the solvent is removed by distillation. The resulting crude product is stirred with diethyl ether. 5.5 g of 2-amino-5-chlorobenzoic acid [4-(3-chloro-5-trifluoromethylpyridyl-2-oxy)-anilide] are obtained in the form of white crystals (m.p. 180°-184° C.).

Provenance & Evidence