Abstract

The kinetics of acid-catalyzed proton exchange in a series of thiolactams (5- to 7-membered ring) and N-methylthioacetamide were studied. Kinetic data were observed by NMR line-broadening and computer simulation methods. The second-order rate constants of all the thiolactams and N-methylthioacetamide are within the same order of magnitude. It is concluded that the imidic acid mechanism is dominant in thiolactams and N-methylthioacetamide.

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