4-Hydroxy-7-methoxy-2-methyl-5H-1-benzopyrano[4,3-b]pyridin-5-one
V Kettmann1, J Svetlík, C Kratky
1Faculty of Pharmacy, Comenius University, Odbojarov 10, Bratislava 83232, Slovak Republic. kettmann@fpharm.uniba.sk
Abstract:
The title compound, C14H11NO4, consists of a methoxy-substituted coumarin skeleton fused to a 2-methyl-4-pyridone ring. The ring system of the molecule is approximately planar and the methoxy group is roughly coplanar with the ring plane. The 4-pyridone ring exists in a 4-hydroxy tautomeric form and is stabilized by an intramolecular hydrogen bond between the O-H and C=O groups. Comparison of the results with those found for other structures containing the 4-pyridone substructure reveals a substantial effect of the nature of the substituents bonded to the pyridine ring on the keto-enol tautomerism.
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