Pyridine → 2,4-Dinitrophenylbenzamide

Participants

Reaction Steps

To a solution of 73.2 g. (0.4 m.) of 2,4-dinitroaniline in 400 ml. of pyridine with stirring and slight warming is added 56.2 g. (0.4 m.) of benzoyl chloride in about 10 min.; the temperature rises from 40° to 50°. Then the dark solution is heated at reflux for 21/2 hours. After standing overnight, the yellow solid is collected, washed with H2O until no pyridine odor is detectable. This 90 g. of crude product is recrystallized from about 2.1 of CH3CN to yield 44 g. (38%) of yellow product melting at 201°-205°.

Provenance & Evidence