Transamination of Cyanothioacetamide with Morpholine. Molecular and Crystal Structure of 3-(Morpholin-1-yl)-3-thioxopropanenitrile and 3-(Morpholin-1-yl)-3-thioxopropanethioamide.

Abstract

Transamination of cyanothioacetamide with equimolar amount of morpholine resulted in the formation of 3-(morpholin-1-yl)-3-thioxopropanenitrile, and with twofold excess of morpholine 3-(morpholin- 1-yl)-3-thioxopropanethioamide was obtained. By the alkylation of the resulting products 2-[2-(morpholin-1- yl)-2-thioxoethylidene]thiazolidin-4-one, 3-amino-N-(4-acetylphenyl)-5-(morpholin-1-yl)-thiophene-2-carboxamide, 3-amino-3-methylthio-1-morpholinoprop-2-ene-1-thione, (2E,4E)-2-(morpholin-4-yl)thiocarbonyl)-5- phenylpenta-2,4-dienothioamide, and 3-{2'-[2''-(molrpholin-1-yl)-2-thioxoethyl]thiazol-4'-yl}-2H-chromen-2- one were synthesized. The 3-(morpholin-1-yl)-3-thioxopropanenitrile and 3-(morpholin-1-yl)-3-thioxopropanethioamide structures were studied by the X-ray diffraction.