Abstract

The demethylation of N,N-dimethylanilines promoted by diisopropyl azodicarboxylate (DIAD) to provide N-methylanilines was achieved in this paper. This protocol featured with mild reaction condition, simple operation and moderate to good yield. The intermediates were isolated and identified by means of spectroscopy methods. The reaction mechanism was investigated experimentally and further verified by theoretical calculations. This method could be applied to the study of the metabolites of medicines containing N,N-dimethylaniline fragments.

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