Thiosemicarbazides pyrolysis

Pyrolysis of 5-ethyl iV-disubstituted dithiocarbamates gives ethylene, CS2, and secondary amines and/or a trisubstituted thiourea and ethanethiol. NNSS -Tetrasubstituted dithiocarbamidium iodides, obtained by 5-alkylating dithiocarbamates, are in equilibrium with their precursors, and this equilibrium has been used in the conversion of allylic dithiocarbamates, particularly allylic 1-pyrrolidine-carbodithioates (147), into allylic iodides by treatment with methyl iodide bis(methylthio)methylenepyrrolidinium iodide (148) is insoluble, and it precipitates from the reaction mixture (Scheme 15). AW55 -Tetramethyldithiocarbamidium iodide (149) reacts with hydroxylamine or semicarbazide with displacement of the dimethylamino-group, but with other nucleophiles, e.g. thiosemicarbazide or... 

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