Abstract

Oxidation of N-alkyl-N'-tosylhy”razines with bromine yield alkyl bromides, vicinal alkyl dibromides and traces of alcohols. The main products of primary hydrazines are monobromides whereas secondary hydrazines preferably produce dibromides. The reaction proceeds with evolution of nitrogen and hydrobromic acid and by the formation of intermediate sulfinic ester which may be isolated. Various substrates were examined under different conditions to confirm the validity of the reaction mechanism hypothesized.

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