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Studies on the synthesis of some styryl‐3‐cyano‐2(1 H )‐pyridinethiones and polyfunctionally substituted 3‐aminothieno[2,3‐ b ]‐pyridine derivatives
Author(s) -
Ho Yuh Wen,
Wang Ing Jing
Publication year - 1995
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570320323
Subject(s) - chemistry , benzaldehyde , pyridine , nitrile , yield (engineering) , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
The 3‐cyano‐4,6‐dimethyl‐2(1 H )‐pyridinethione was condensed with benzaldehyde in basic solution leads to styryl‐3‐cyano‐2(1 H )‐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(1 H )‐pyridinethione derivatives. The polyfunctionally substituted 3‐aminothieno[2,3‐ b ]pyridine derivatives were obtained in good yield by cyclization of 3‐cyano‐2(1 H )‐pyridinethione derivatives with appropriate α‐halogeno carbonyl compounds and nitrile, respectively.