Abstract
The alkaline hydrolyses of N1-benzoyl-N1, N2-diarylacetamidine (V) and N1-tosyl-N1, N2-diarylacetamidine (IX) were examined. In the hydrolysis of V, hydroxide ion attacked the amide carbonyl carbon to form N1, N2-diarylacetamidine and benzoic acid. In the hydrolysis of IX, hydroxide ion attacked the amidine carbon, and elimination of the N-tosylarylamino group and arylimino group proceeded in parallel, with that of the latter predominating. The alcoholysis reaction of V proceeded without any added catalyst, in contrast to the case of 1- (N-benzoylarylamino) -3-arylimino-1-propene. A unique peak corresponding to the loss of 64 mass units (sulfur dioxide) was observed in the mass spectrum of IX.
