Convenient preparative methods for N‐aryl‐γ‐pyridones from γ‐pyrones
- 1 January 1986
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 23 (1) , 5-8
- https://doi.org/10.1002/jhet.5570230102
Abstract
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‐Nitroaniline hydrochloride and 1 give the N‐aryl‐γ‐pyridone in 65% yield, as opposed to 12% from the dilute acid procedure.Keywords
This publication has 9 references indexed in Scilit:
- Enantiomers of sterically hindered n-aryl-4-pyridonesTetrahedron, 1985
- Nuclear Magnetic Resonance Spectra of Heterocyclic Systems: The 15N Parameters of a Substituted PyridoneHETEROCYCLES, 1981
- Bromomaltol: structure and conversion to novel pyridone and pyridine derivativesThe Journal of Organic Chemistry, 1979
- Synthesis and physical properties of some new 4-pyridone extractantsJournal of Inorganic and Nuclear Chemistry, 1977
- N-oxides and related compounds. Part 55. 1-Pyridinio-4-pyridone cations and 1-pyridiniopyridinium dications: preparation and reactionsJournal of the Chemical Society, Perkin Transactions 1, 1977
- Carbon-13 nuclear magnetic resonance spectra of kojic acid and other 4-pyrone derivativesThe Journal of Organic Chemistry, 1976
- Reaction of pyromeconic acid with β‐diazopropionic ester. Synthesis and attempted cyclization of β‐(4H‐pyran‐4‐on‐3‐yloxy)propionic acidJournal of Heterocyclic Chemistry, 1975
- Azofarbstoffe durch oxydative Kupplung V. Synthese von 1-substituierten Pyridon-(4)-hydrazonenEuropean Journal of Organic Chemistry, 1958
- STUDIES ON γ-PYRONES. I. DERIVATIVES OF KOJIC ACID1The Journal of Organic Chemistry, 1950