Abstract
Oxidation of benzil bis(toluene-p-sulphonyl)hydrazone with either mercury(II) or lead(IV) acetates in acetic acid gave 4,5-diphenyl-1,2,3-triazol-1-yltoluene-p-sulphonamide. An unstable hydrazono-mercury acetate intermediate was isolated from the mercury(II) reaction and it provided a model for previously postulated lead-hydrazono intermediates. Treatment of benzil toluene-p-sulphonylhydrazone with lead(IV) acetate in acetic acid gave O-acetylbenzoin in a reaction involving phenylbenzoyldiazomethane as an intermediate. Treatment of the monohydrazone with mercury(II) acetate gave bis[benzil toluene-p-sulphonylhydrazino]mercury. Regeneration of the ketone from benzophenone toluene-p-sulphonylhydrazone on treatment with lead(IV) acetate in acetic acid was confirmed.
Published Version
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