Abstract

In acid hydrolysis of N1-acyl-N1, N2-diarylamidines, a water molecule attacked exclusively the amidine central carbon, and the reaction proceeded in parallel through two patheways. One of them leads to the formation of two N-acylarylamines, and the other leads to the formation of N, N-diacylarylamine and srylamine. Acid hydrolysis of N1-tosyl-N1, N2-diarylamidine was also examined. The results were similar to those of the hydrolysis of N1-acyl-N1, N2-diarylamidines.Alkaline hyrdolysis and alcoholysis of N1-acyl-N1, N2-diarylamidines occurred almost exclusively at the amide carbonyl group to give N1, N2-diarylamidines and carboxylic acids or their esters.The effects of structural change and the aryl substituents on the rate and direction of the reaction were examined.

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