ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Reactions of 2-cyano-3-phenylpropenoyl isothiocyanate with amines

M. Dzurilla, P. Kutschy, P. Kristian, and D. Koščík

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

Abstract: The reactions of 2-cyano-3-phenylpropenoyl isothiocyanate with aniline and secondary amines, respectively, have been studied. It has been found that stable thiourea, which in alkali medium cyclizes to the mixture of cis- and trans - 2 - thiouracils, was formed only from aniline. Secondary amines provided the mixture of the corresponding isomeric 1,3-thiazines directly. The data of elemental analysis as well as of ¹H NMR and IR spectra proved the structures of the synthesized compounds.

Full paper in Portable Document Format: 406a829.pdf

Chemical Papers 40 (6) 829–834 (1986)