Thiocarbamoylation of amine-containing compounds 6.~* Reactions of tetramethylthiuram disulfide with hydrazones of aromatic aldehydes

摘要

Thiocarbamoylation of hydrazones of aromatic aldehydes with tetramethylthiuram disulfide (TMTD) afforded diarylaldazines,4,4-dimethylthiosemicarbazide, and 5-dimethylamino-1,3,4-thiadiazole-2-thiol. In addition, the reaction of TMTD with salicylaldehyde hydrazone yielded symmetrical thiocarbonyldihydrazone of salicyclaldehyde, whereas the reactions with p-bromobenzaldehyde and m-nitrobenzaldehyde hydrazones afforded p-bromo-N,N-dimethyl-and N,N-dimethyl-m-nitrothiobenzamides,respectively. Possible pathways of formation of the resulting products are discussed.