The Reactions of N,N-Dimethylbenzamide Diethylmercaptole

Abstract

Abstract The reactions of N,N-dimethylbenzamide diethylmercaptole with active methylene compounds, amines, hydrazines, benzaldoxime, benzhydroxamic acid and heavy metal salts have been studied. Active methylene compounds, hydroxylamine, hydrazine and phenylhydrazine were found to react with N,N-dimethylbenzamide diethylmercaptole to give the corresponding α-dimethylaminobenzylidene derivatives by eliminating ethyl mercaptan. In addition, such heterocyclic compounds as 2-phenylimidazoline, 2-phenyloxazoline and 2,5-diphenyl-1,3,4-oxadiazole were derived from- N,N-dimethylbenzamide diethylmercaptole by cyclization reactions with ethylenediamine, 2-aminoethanol and benzoylhydrazine respectively. Further, it was found that N,N-dimethylbenzamide diethylmercaptole reacted with benzaldoxime and benzhydroxamic acid to give the dehydrated products benzonitrile and phenyl isocyanate respectively. Finally, it was established that heavy metal salts, such as mercuric oxide, mercuric cyanide and silver cyanide, reacted with N,N-dimethylbenzamide diethylmercaptole to liberate heavy metal mercaptides, thus giving N,N-dimethylbenzamide, N,N-dimethylbenzamide dicyanide and N,N-dimethylbenzamide ethylmercaptocyanide respectively.