SYNTHESIS OF 4-HYDROXY-2(1H)-PYRIDONES FROM AZOMETHINES AND SUBSTITUTED DIALKYLMALONATES

Authors
KAFKA S KAPPE T
Citation
S. Kafka et T. Kappe, SYNTHESIS OF 4-HYDROXY-2(1H)-PYRIDONES FROM AZOMETHINES AND SUBSTITUTED DIALKYLMALONATES, Monatshefte fuer Chemie, 128(10), 1997, pp. 1019-1031
Citations number
40
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
128
Issue
10
Year of publication
1997
Pages
1019 - 1031
Database
ISI
SICI code
0026-9247(1997)128:10<1019:SO4FAA>2.0.ZU;2-6
Abstract
The reaction of azomethines 4 with substituted dialkyl malonates 5 lea ds to the formation of 3-substituted 4-hydroxy-2(1H)-pyridones 6 in mo derate yields. The azomethines 4 are prepared via arylaminopropionitri les 3 or in the conventional way by acid catalyzed condensation of ket ones 1 with anilines 2. Chlorination of pyridones 6 with sulfuryl chlo ride leads to compounds 8-10.