STUDIES ON THE SYNTHESIS OF SOME STYRYL-3-CYANO-2(1H)-PYRIDINETHIONES AND POLYFUNCTIONALLY SUBSTITUTED 3-AMINOTHIENO[2,3-B]PYRIDINE DERIVATIVES

The 3-cyano-4,6-dimethyl-2(1H)-pyridinethione was condensed with benzaldehyde in basic solution leads to styryl-3-cyano-2(1H)-pyridinethiones. Treatment of cinnamicaldehyde with cyanothioacetamide to give cinnamylidencyanothioacetamide, which can be cyclized with the appropriate ketones to afford the 3-cyano-5, 6-polymethylene-4-styryl-2(1H)-pyridinethione derivatives. The polyfunctionally substituted 3-aminothieno[2,3-b]pyridine derivatives were obtained in good yield by cyclization of 3-cyano-2(1H)pyridinethione derivatives with appropriate alpha-halogeno carbonyl compounds and nitrile, respectively.