16115-08-5Relevant articles and documents
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Dembach et al.
, p. 2299 (1971)
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Nucleophilic Displacement of N-Aryl and Heteroaryl Groups. Part 5. Conversion of 2-Aminopyridines into 2-Pyridones
Katritzky, Alan R.,Awartani, Radi
, p. 2623 - 2627 (2007/10/02)
2-Ethoxycarbonyl-1-(2-pyridyl)pyridinium cations (3) (easily prepared from 2-aminopyridine and the appropriate pyrylium salt) are converted by dilute NaOH at 25 deg C into 1-(substituted 2-pyridylcarbonyl)-2-pyridones (7).Compounds (7) are readily hydrolysed to 2-pyridones.
Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives
Kato, Tetsuzo,Sato, Masayuki,Noda, Masaki,Itoh, Tetsuo
, p. 2244 - 2247 (2007/10/02)
Condensation of acetoacetamide (1) with acetone in polyphosphoric acid (PPA) gave 4,6-dimethyl-2(1H)-pyridone (2a) in 32percent yield.Similarly, the amide 1 was condensed with 2-butanone, 2-pentanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, acetophenone, and propiophenone to give the corresponding pyridone derivatives (2b-i) in 13-76percent yields.Condensation of the amide 1 with acetylacetone and ethyl acetoacetate gave 3-acetyl-4,6-dimethyl-2(1H)-pyridone (5) and ethyl 4,6-dimethyl-2(1H)-pyridone-5-carboxylate (6), respectively.Self-condensation of the amide 1 in PPA gave 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridone (7).