Collect. Czech. Chem. Commun. 1980, 45, 2958-2964

Synthesis of 2-amino-6-substituted 5,6-dihydro-4H-1,3-thiazin-4-ones from α,β-unsaturated acyl isothiocyanates

Milan Dzurillaa, Pavol Kristiana and Peter Kutschyb

a Department of Organic Chemistry, Šafárik University, 041 67 Košice
b Department of Organic Chemistry, Slovak Institute of Technology, 880 37 Bratislava


Reactions of α,β-unsaturated acyl isothiocyanates with primary and secondary amines were studied. Thioureas formed from the weakly basic secondary amines easily underwent cyclization in hot benzene to yield 2,6-disubstituted 5,6-dihydro-4H-1,3-thiazin-4-ones. Their structure was proved by IR, 1H NMR and mass spectral methods.