Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Amidines. I. Hydrolysis of N1-Acyl- and N1-Tosyl-N1, N2-diarylamidines
Machiko ONOShinzo TAMURA
Author information
JOURNAL FREE ACCESS

1990 Volume 38 Issue 3 Pages 590-596

Details
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.
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top