Synthesis of Substituted 1,3-Cyclohexadienes,Pyridine-2(1H)-thiones,and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction |
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Authors: | Dyachenko V D Dyachenko A D Chernega A N |
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Institution: | (1) Taras Shevchenko Lugansk State Pedagogical University, ul. Oboronnaya 2, Lugansk, 91011, Ukraine |
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Abstract: | Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-di-methyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno2,3-b]pyridines, thiazolo3,2-a]pyridine, and 2H-1,3]thiazino3,2-a]pyridine. |
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