When preparing heterocyclic disulfides, we encountered an interesting rearrangement involving the 4-isothiazolediazonium salt and thiourea. Aromatic diazonium salts have long been known to react with aqueous thiourea to give the corresponding thiophenols (I). Recently, Kealy and Freiser (2) reported the preparation of 8-mercaptoquinoline from 8- aminoquinoline and thiourea. The method was described as rapid and simple with much ...