Cleavage reactions of 4-thiazolidinone-2-thiones: reactions with 5-arylhydrazono-4thiazolidinone-2-thiones

In continuation to our interest in the chemistry of thiazolidinone ring systems, owing to their considerable biological activities, we re-Port here on the behaviour of 5-arylhydrazono-4-thiazolodinone-2-thiones [6] la and b toward the action of a variety of nucleophilic reagents. Thus, subjecting la and b to the action of aliphetic amines affected elimination of the arylhydrazono group with concomitant ring cleavage to afford the thiooxalic acid amides 2a-c. This is in analogy with arylhydrazono group elimination in 4-arylhydrazono5-imino-3-pyrazolinones by amines