Collect. Czech. Chem. Commun. 1992, 57, 134-152

The Reaction of Dimethyl N-(1,2,4-Triazol-5-yl)iminodithiocarbonates with Dinucleophiles

László Pongóa, Péter Dvortsákb and József Reitera

a EGIS Pharmaceuticals, H-1475 Budapest, P.O. Box 100, Hungary
b Institute for Drug Research, H-1325 Budapest, P.O. Box 82, Hungary


A series of N-(3-methylthio-1,2,4-triazol-5-yl) substituted carbamimidothioates (III), 2-iminoazolidines (IV, X = O, S, NH, n = 2), 2-iminohexahydro-1,3-oxazines (IV, X = O, n = 3), 2-iminohexahydropyrimidines (IV, X = NH, n = 3), and N,N'-alkylenebis(carbamimidothioates) (V) was prepared from dimethyl N-(3-methylthio-1,2,4-triazol-5-yl)iminodithiocarbonates (I). N-substituted azolidines IV, X = O, S, NH, n = 2, such as acetyl, methyl, (ethoxycarbonyl)methyl, 1-(ethoxycarbonyl)ethyl, 2-chloroethylcarbamoyl, 2-cyano-2-(ethoxycarbonyl)ethenyl, and 2,2-dicyanoethenyl, were also prepared. The structure of isomers and tautomers of several compounds was determined using 1H NMR, 13C NMR, and UV data.