title: Structures of 3-hydroxy-1-(2-methoxyethyl)-2-methyl-4-pyridinone, its hydrochloride and 1-ethyl-3-hydroxy-2-methyl-4-pyridinone hydrochloride hydrate.
abstract: 3-Hydroxy-1-(2-methoxyethyl)-2-methyl-4(1H)-pyridinone (1) exists mainly in the quinoid form with a small contribution from the aromatic zwitterion form, while 3-hydroxy-1-(2-methoxyethyl)-2-methyl-4(1H)-pyridinone hydrochloride (2) and 1-ethyl-3-hydroxy-2-methyl-4(1H)-pyridinone hydrochloride hydrate (3) are observed to occur in the aromatic form with a minor contribution from the quinoid resonance form. Different substituents at the ring N position do not have significant geometric effects in either the neutral molecules, as a group, or in the hydrochloride salts.
authors.affiliation: University of Oklahoma, Norman 73019.
authors.forename: G
authors.initials: G
authors.lastname: Xiao
authors.forename: D
authors.initials: D
authors.lastname: van der Helm
authors.forename: F H
authors.initials: FH
authors.lastname: Goerlitz
authors.forename: R C
authors.initials: RC
authors.lastname: Hider
authors.forename: P S
authors.initials: PS
authors.lastname: Dobbin
mesh_terms: D018360:Crystallography, X-Ray; D007502:Iron Chelating Agents / Q000737:chemistry*; D015394:Molecular Structure; D011728:Pyridones / Q000737:chemistry*
chemical_list: D007502:Iron Chelating Agents; D011728:Pyridones; C084282:3-hydroxy-1-(2-methoxyethyl)-2-methyl-4-pyridinone; C048630:1-ethyl-2-methyl-3-hydroxypyridin-4-one