Dithiocarboxylic special

The addition of amine to the bicyclic salt (96) initially takes place not in position 3, but in position 5, as in the reaction with mercaptans the reaction then proceeds by the same steps to yield the ester of the 1-aminocyclopent-l-ene 2-dithiocarboxylic acid (118). This ester (118) is obtained in yields of 30-65% its structure has been confirmed by independent synthesis from 119. This reaction course is again confined to the special system 118, the homologous tetramethylene-trithionium salts yielding Schiff s bases on reaction with primary amines under the same conditions.50... 

In accord with the special reactivity of a dithiocarboxylate moiety, 0,5-dialkyl dithiocarbonates, ROCSSR, yield 0-alkyl thiourethanes, ROCSNR 2, on addition of amines. Similarly, trithiocarbo-nates, (RS)2CS, yield thioureas. - ... 

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