Issue 0, 1972

The formation of N-methylbenzanilide in the decomposition of 2-(N-methyl-N-phenylcarbamoyl) benzenediazonium fluoroborate in acetic acid

Abstract

The decomposition of 2-(N-methyl-N-phenylcarbamoyl) benzenediazonium fluoroborate (2) in acetic [2H] acid gives a monodeuterio-N-methylbenzanilide. This and other evidence indicates that the N-methylbenzanilide produced in the title reaction is not formed by hydrogen atom abstraction from the solvent. An alternative mechanism involving acetolysis of an arylcopper intermediate is suggested.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 1170-1171

The formation of N-methylbenzanilide in the decomposition of 2-(N-methyl-N-phenylcarbamoyl) benzenediazonium fluoroborate in acetic acid

D. H. Hey, G. H. Jones and M. J. Perkins, J. Chem. Soc., Perkin Trans. 1, 1972, 1170 DOI: 10.1039/P19720001170

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