Premium
Convenient preparative methods for N ‐aryl‐γ‐pyridones from γ‐pyrones
Author(s) -
Looker James H.,
Cliffton Michael D.
Publication year - 1986
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.5570230102
Subject(s) - chemistry , aniline , hydrochloride , hydrochloric acid , aqueous solution , aryl , yield (engineering) , amine gas treating , hydroxymethyl , organic chemistry , medicinal chemistry , alkyl , materials science , metallurgy
2‐Hydroxymethyl‐5‐methoxy‐4‐ H ‐pyran‐4‐one ( 1 ) reacts with aniline and six aniline derivatives in very dilute aqueous hydrochloric acid at reflux temperature to give the N ‐aryl‐γ‐pyridone. A second procedure utilizes the aromatic amine hydrochloride by reacting it with 1 in aqueous medium at reflux temperature. p‐N itroaniline hydrochloride and 1 give the N ‐aryl‐γ‐pyridone in 65% yield, as opposed to 12% from the dilute acid procedure.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom