Synthesis of 4-Hydroxy-2(1H)-pyridones from Azomethines and Substituted Dialkylmalonates

Article abstract of DOI:10.1007/BF00806968

The reaction of azomethines 4 with substituted dialkyl malonates 5 leads to the formation of 3-substituted 4-hydroxy-2(1H)-pyridones 6 in moderate yields. The azomethines 4 are prepared via arylaminopropionitriles 3 or in the conventional way by acid catalyzed condensation of ketones 1 with anilines 2. Chlorination of pyridones 6 with sulfuryl chloride leads to compounds 8-10.