Reactivity of Carboxamides toward Benzoyl Chloride in Acetonitrile

Catalytic action of carboxamides at benzoyl chloride hydrolysis in acetonitrile at 25°C occurs by nucleophilic mechanism. Its first stage consists in reversible interaction between amides and substrate. The rate constants of the direct reaction were determined which characterized the oxygen-nucleophilic reactivity of amides toward benzoyl chloride. The assumption was confirmed that bimolecular addition of benzoyl chloride to the carbonyl oxygen of amides occurred in cyclic transition states.