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Reactions of 2-substituted 3-phenylpropenoyl isothiocyanates with sodium hydrogen-sulfide

M. Dzurilla, P. Kutschy, D. Koščik, V. Ficeri, and R. Kraus

Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, CS-04167 Košice

 

Abstract: The reactions of 2-substituted 3-phenylpropenoyl isothiocyanates with sodium hydrogen sulfide in methanol have been studied. 5-Substituted 6-phenyl-2-thioxo-tetrahydro-4H-l,3-thiazin-4-ones and methyl esters of 2-substituted 3-phenyl-3-(thiocarbamoylthio)propanoic acid were obtained as the resulting products. Treatment of 1,3-thiazines with sodium hydroxide in methanol brought about the ring opening under formation of methyl esters. Methyl esters on treatment with sodium hydroxide in water recyclized to 1,3-thiazines.

Full paper in Portable Document Format: 441a45.pdf

 

Chemical Papers 44 (1) 45–50 (1990)

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