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A simple and efficient synthesis of 3‐cyano‐4‐phenyl‐2‐pyridone
Author(s) -
Marecki Paul E.,
Wemple James N.,
Butke Gregory P.
Publication year - 1982
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.5570190557
Subject(s) - chemistry , amide , dimethylformamide , acetal , 2 pyridone , solvent , simple (philosophy) , reaction conditions , organic chemistry , combinatorial chemistry , catalysis , epistemology , philosophy
Abstract A preparatively useful method for the synthesis of 3‐cyano‐4‐phenyl‐2‐pyridone (I) is described. Reaction of 2‐cyano‐3‐methylcinnamamide (VII) with N,N ‐dimethylformamide dimethyl acetal affords the corresponding dimethylaminomethylidene amide VIII which in turn, is thermally cyclized to I in DMF solvent. The advantages of this method include mild reaction conditions for short periods to give good yields of I on large scales without chromatographic purification.