3460-07-9Relevant academic research and scientific papers
Amidines. I. Hydrolysis of N1-acyl- and N1-tosyl-N1,N2-diarylamidines
Ono,Tamura
, p. 590 - 596 (2007/10/02)
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.
