31413-73-7Relevant academic research and scientific papers
HETEROCYCLIC AND RELATED COMPOUNDS DERIVED FROM DIPOTASSIUM 1,1-DIMERCAPTO-2,2-DICYANOETHYLENE AND SODIUM 2-MERCAPTOPYRIDINE N-OXIDE
D'Amico, J. J.,Ruminski, P. G.,Suba, L. A.,Freeman, J. J.,Dahl, W. E.
, p. 307 - 314 (2007/10/02)
The reaction of dipotassium 1,1-dimercapto-2,2-dicyanoethylene with certain halogen compounds furnished the expected dialkylation products (1)-(4).Replacing the halogen compound with 4-chloro-3,5-dinitrobenzotrifluoride afforded a novel heterocycle (5).The reaction of the potassium salt with phenyl or p-chlorophenylchlorothioformate gave 2,2-diphenyl or di-p-chlorophenylthio-2,2-dicyanoethylene (6) and (7).The reaction of 1 or 2 with excess hydrogen peroxide afforded substituted oxiranes (8) and (9).Depending on reaction conditions, the reaction of sodium 2-mercaptopyridine N-oxide with 4-chloro-3,5-dinitrobenzotrifluoride afforded either the expected sulfide (11) or the unexpected heterocycle (12).Possible mechanisms and supporting NMR, Ir and mass spectral data are discussed.
