81884-58-4Relevant academic research and scientific papers
Cycloaddition-Elimination Reactions of 5-Imino-1,2,4-dithiazolidin-3-ones with Heterocumulenes
L'abbe, Gerrit,Vandendriesche, Anna
, p. 1628 - 1631 (2007/10/02)
5-Benzylimino-1,2,4-dithiazolidin-3-one (2a) reacts with heterocumulenes (isocyanates, isothiocyanates, ketenes) with elimination of carbonyl sulfide, yielding the heterocycles 6-8.The thiadiazolidine 6a, obtained from 2a and phenyl isocyanate, underwent similar reactions but under milder conditions, indicating that phenyl isocyanate is a better leaving group than carbonyl sulfide.
Heterocyclic Compounds: Sulphur as a Potential Oxidant: Preparation of 5-Alkyl/arylimino-2,4-dialkyl/aryl-3-thio/oxo-1,2,4-thiadiazolidines
Jadhav, R. T.,Paranjpe, M. G.
, p. 71 - 73 (2007/10/02)
Some interesting observations involving reaction of excess of benzylamine and isoperthiocyanic acid (Ia), the so-called isothiocyanate sulphides (Ib-If) and isothiocyanate oxides (II) have been reported.In these reactions 5-alkyl/arylimino-2,4-dialkyl/aryl-3-thio-1,2,4-thiadiazolidines (III) and 5-arylimino-2,4-dialkyl/aryl-3-oxo-1,2,4-thiadiazolidines (VI) have been isolated.In all these reactions, elemental sulphur initially formed acts as a potential oxidant in the oxidative cyclisation of intermediates, viz., 2,4-dithiobiurets (IV) and 2-thiobiurets (VII).
