Collect. Czech. Chem. Commun. 1995, 60, 1357-1366

Synthesis of 2-Aryl-3-hydroxyquinolin-4(1H)-ones

Pavel Hradila and Josef Jirmanb

a Farmakon s.p., 771 17 Olomouc, Czech Republic
b Research Institute of Organic Syntheses s.a., 532 18 Pardubice-Rybitví, Czech Republic


Eight substituted phenacyl anthranilates have been prepared by reaction of sodium anthranilate with substituted phenacyl halides in dimethylformamide in the yields from 31 to 93%. The phenacyl esters were cyclized in polyphosphoric acid or by mere heating to give the respective substituted 2-aryl-3-hydroxyquinolin-4(1H)-ones in the yields from 77 to 98%. All the compounds prepared have been characterized by their 1H and 13C NMR spectra.