Yw. Ho et Ij. Wang, STUDIES ON THE SYNTHESIS OF SOME STYRYL-3-CYANO-2(1H)-PYRIDINETHIONESAND POLYFUNCTIONALLY SUBSTITUTED 3-AMINOTHIENO[2,3-B]PYRIDINE DERIVATIVES, Journal of heterocyclic chemistry, 32(3), 1995, pp. 819-825
The 3-cyano-4,6-dimethyl-2(1H)-pyridinethione was condensed with benza
ldehyde in basic solution leads to styryl-3-cyano-2(1H)-pyridinethione
s. Treatment of cinnamicaldehyde with cyanothioacetamide to give cinna
mylidencyanothioacetamide, which can be cyclized with the appropriate
ketones to afford the 3-cyano-5, 6-polymethylene-4-styryl-2(1H)-pyridi
nethione derivatives. The polyfunctionally substituted 3-aminothieno[2
,3-b]pyridine derivatives were obtained in good yield by cyclization o
f 3-cyano-2(1H)pyridinethione derivatives with appropriate alpha-halog
eno carbonyl compounds and nitrile, respectively.