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Some substituted 2-pyridones form the dimer in solid state, for example the 5-methyl-3-carbonitrile-2-pyridone. The determination of all these structures was done by X-ray crystallography. In the solid state the hydrogen is located closer to the nitrogen so it could be considered to be right to call the colourless crystals in the flask 2-pyridone.
Whereas 2-pyridone (α) and 4-pyridone (γ) predominantly adopt the oxo form, the 3-pyridone (β) cannot, and instead adopts an equilibrium of the zwitterion form, pyridin-1-ium-3-olate, and the enol form, 3-hydroxypyridine (the canonical form). The 3-pyridone is not mesoionic. This property of 3-hydroxypyridine is leveraged in biology in ...
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[1] [2] The initial reaction product is a dihydropyridine which can be oxidized in a subsequent step to a pyridine. [3] The driving force for this second reaction step is aromatization. This reaction was reported in 1881 by Arthur Rudolf Hantzsch. A 1,4-dihydropyridine dicarboxylate is also called a 1,4-DHP compound or a Hantzsch ester.
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N1-Methyl-2-pyridone-5-carboxamide (also known as 1-methyl-6-oxopyridine-3-carboxamide or nudifloramide and abbreviated as 2PY, 2-Py or NMPC) is one of a number of metabolic products of nicotinamide adenine dinucleotide (NAD) degradation.
The reaction of 3-bromo-4-chloropyridine with furan and lithium amalgam gives 1,4-epoxy-dihydroquinoline through the 2,3-pyridyne intermediate. The reaction of 4-bromopyridine with sodium in liquid ammonia gives both 3-aminopyridine and 4-aminopyridine through the 3,4-pyridyne intermediate and an E1cB-elimination reaction .
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