Studies on 1-Alkyl-2 (1H)-pyridone Derivatives. XVIII. Reaction of 1-Methyl-2 (1H)-quinolone with Phosphoryl Chloride and N, N-Dimethylaniline

Abstract

Reaction of 1-methyl-2 (1H)-quinolone with phosphoryl chloride and dimethylaniline was successfully carried out. The two products, 2-[4'-(dimethylamino) phenyl] quinolinium chloride (V) and 2-[4'-(dimethylamino) phenyl] quinoline (VI), were obtained in good yield, 76.2% for V and 2.6% for VI, which can be change the ratio between those two products of the reaction condition changed. The structure of products were confirmed by the corresponding Grignard reactions. The same reaction of 1-methyl-2 (1H)-thioquinolone was attempted with low yield and only one product (VI).