Michael reaction in synthesis of 6-amino-4-(4-butoxyphenyl)-3,5-dicyanopyridine-2(1H)-thione

The reaction of 4-butoxybenzalcyanoacetic ester with cyanothioacetamide yielded 6-amino-4-(4-butoxyphenyl)-3,5-dicyanopyridine-2(1H)-thione, also synthesized by recyclization of 2,6-diamino-4-(4-butoxyphenyl)-3,5-dicyano-4H-thiopyran and condensation of 4-butyoxybenzaldehyde with a two-fold excess of cyanothioacetamide. Substituted 2-alkylthiopyridines and thieno2,3-b]pyridines were obtained with the indicated pyridinethione. T. G. Shevchenko Lugansk State Pedagogical Institute, Lugansk 348011. Ukraine, N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 213–219, February, 1998.