An Improved Oxidation Method for the Synthesis of Azodicarbonyl Compounds

Abstract

Five representative hydrazo compounds have been oxidized in high yield using Br₂ and pyridine. Yields range from 80% to 93%. For the synthesis of dibenzyl azodicarboxylate, this process produced analytically pure material directly from the reaction mixture.

Notes

Previous syntheses of compounds 2, 4 and 5: a) 2, reference 1c and d.

5, reference 1b.

Bleach (NaOCl) also gave a complex mixture of products.