Oxidation of mesoxalaldehyde bis- and tris-(benzoylhydrazones)

Abstract

Mesoxalaldehyde bis(benzoylhydrazone) was oxidised with iodine and mercuric oxide to 2,2′-bis-(5-phenyl-1,3,4-oxadiazolyl). Mesoxalaldehyde tris(benzoylhydrazone) gave, on similar oxidation, 1-α-benzoyloxybenzylideneamino-1,2,3-triazole-5-carbaldehyde benzolyhydrazone. Saccharide 1-α-benzoyloxybenzylideneamino-1,2,3-triazoles obtained from saccharide bis(benzoylhydrazones) gave on hydrolysis and periodate oxidation 1-benzoylamino-1,2,3-triazole-4-carbaldehyde. The different course in these reactions was attributed to different modes of chelation.