INTERMEDIATE HEXANAMIDES FROM SYNTHESIS O F 2-PYRIDONES VIA 2-PYRONES- PHYSICOCHEMICAL (AND SPECTROSCOPY) STUDY OF MOLECULAR ASSOCIATIONS

Citation
S. Castillo et al., INTERMEDIATE HEXANAMIDES FROM SYNTHESIS O F 2-PYRIDONES VIA 2-PYRONES- PHYSICOCHEMICAL (AND SPECTROSCOPY) STUDY OF MOLECULAR ASSOCIATIONS, Spectrochimica acta. Part A: Molecular spectroscopy, 49(11), 1993, pp. 1591-1604
Citations number
33
Categorie Soggetti
Spectroscopy
ISSN journal
05848539
Volume
49
Issue
11
Year of publication
1993
Pages
1591 - 1604
Database
ISI
SICI code
0584-8539(1993)49:11<1591:IHFSOF>2.0.ZU;2-7
Abstract
Methyl-6 hydroxy-4 pyridone-2 synthesis from methyl-6 hydroxy-4 pyrone -2 occurs through aliphatic intermediates RNHC (CH3)CHCOCH2CONHR (R=-C H3, -C6H5, -CH2C6H5, -CH2CH2C6H5). Dipole moments and spectroscopic me asurements (especially IR spectroscopy) confirm that the tautomeric fo rm observed in the solid state is also present in solution. This form is stabilized by intramolecular and intermolecular hydrogen bonds. Fun damental vibrations of hydrogen-bonded CO and NH (amido and amino) gro ups are assigned. The strength of hydrogen bond associations in variou s solvents is analysed with respect to the solid state.