4-Hydroxy-7-methoxy-2-methyl-5H-1-benzopyrano[4,3-b]pyridin-5-one.
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.
Kettmann
V
V
Faculty of Pharmacy, Comenius University, Odbojarov 10, Bratislava 83232, Slovak Republic. kettmann@fpharm.uniba.sk
Svetlík
J
J
Kratky
C
C
D003374:Coumarins / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011728:Pyridones / Q000737:chemistry*
C431293:4-hydroxy-7-methoxy-2-methyl-5H-1-benzopyrano(4,3-b)pyridin-5-one; D003374:Coumarins; D011728:Pyridones