Abstract
Abstract Anhydrous hydrazine reacted with sulfinic esters under mild reaction conditions to give disulfides, which were in turn, upon prolonged heating, reduced by hydrazine to mercaptans. Aromatic thiolsulfonates and sulfonyl chlorides were also reduced by hydrazine, whereas aromatic sulfoxides and sulfinic acids were not reduced under comparable reaction conditions. A mixture of hydrazine with a sulfinic ester or another of the reducible sulfur compounds described above can hydrogenate carbon-carbon double bonds and triple bonds. A mechanism involving the intermediate formation of diimide is proposed.
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