2-Fluorobenzoyl chloride → 2-Fluorobenzoic acid, 2-(4-(trifluoromethyl)phenyl)hydrazide

Participants

Reaction Steps

To a stirred solution of 75.0 g of 4-(trifluoromethyl)phenylhydrazine in 500 ml of dry pyridine, cooled in an ice bath, was added dropwise, under nitrogen, 79.1 g of 2-fluorobenzoyl chloride. Upon completion of the addition, the ice bath was removed and the reaction mixture stirred at ambient temperature for 4 hours. The mixture was poured into water and a precipitate formed. Recrystallization of the precipitate from isopropyl alcohol-water, gave 108 g (84%) of 2-fluorobenzoic acid, 2-(4-(trifluoromethyl)phenyl)hydrazide as a solid. Subsequent recrystallization from isopropyl alcohol-water gave the analytical sample, mp 163°-165°.

Provenance & Evidence