Chemical and Pharmaceutical Bulletin p. 590 - 596 (1990)
Update date:2022-08-04
Topics:
Ono
Tamura
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 pathways. One of them leads to the formation of two N-acylarylamines, and the other leads to the formation of N,N-diacylarylamine and arylamine. 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 hydrolysis 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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Doi:10.1016/S0040-4020(97)10337-4
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