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Isothiocyanates and their synthetic producers. XIII. Preparation and spectral properties of 2,5,6-trisubstituted 5,6-dihydro-4H-1,3,5-thiadiazine-4-thiones

P. Kristián, D. Koščík, and J. Bernát

Department of Organic Chemistry, Faculty of Natural Sciences, P.J. Šafárik University, 041 67 Košice

 

Abstract: The synthesis of ten new 2,5,6-trisubstituted thiadiazine-4-thiones by cyclization of thiocarbamoyl isothioeyanates with aldimines is described. Infrared, ultraviolet, and nuclear magnetic resonance spectra of the compounds mentioned as well as of their intermediates are studied. Two absorption bands are typical for thiadiazinethiones; one in the range of 1550 cm-1 (v(C = N)) and the other in the range of 1300cm-1 (v( = N —C = S)). On the basis of the obtained results it was possible to make general conclusions about the change of the absorption band positions of NCS group of thiocarbonyl compounds in dependence on the bonding electrons of nitrogen atom of this group. The u.v. and n.m.r. spectra gave complete evidence of the structure of the synthesized products.

Full paper in Portable Document Format: 272a280.pdf

 

Chemical Papers 27 (2) 280–285 (1973)

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