Thiohydantoins. VIII. Structure of the reported 5-phenyl-2,4-dithiohydantoin and its benzylation products

Abstract

The supposed 5-phenyl-2,4-dithiohydantoin (3) actually exists as its tautonler 5-mercapto-4-phenyl-4-imidazolin-2-thione (12). The reactions of the compound have been clarified by spectral studies of the products; in particular, mono-and dibenzylation have been s h o~n to takc place on sulfur and not (as reported) on nitrogen.-.-Le conlpost decrit comme phenyle-5 dithio-2,4 hydantoi'ne (3) est actuellelnent son tautonlPre mercapto-5 phenyle-4 irnidazoline-4 tl~ione-2 (12). Les produits de q~lelques reactions de ce compose ont ete etudiis par spectroscopic. L'action du chlorure de benzyle attache un ou deux groupelnents benzyliques aux soufres, et non a I'azote.