Synthesis, physicochemical and microbiological properties of 3-alkyl derivatives of 2-methylquinolin-4-ones.

Abstract

A series of 3-alkyl-2-methylquinolin-4-ones I (R1 = Et, n-Pr, n-Bu, n-C5H11, n-C6H13, PhCH2; R2 = H, Me, OMe) was synthesized by one-pot condensation of α-alkyl acetoacetates MeCOCHR1CO2Et with anilines 2-R2C6H4NH2 followed by intramol. cyclization on heating in di-Ph ether. The α-alkylated acetoacetates were in turn prepd. by alkylation of Et acetoacetate with alkyl halides in ethanol in the presence of EtONa. The antimicrobial activity studies of I showed that most of these compds. possess a moderate antibacterial and antifungal activity. [on SciFinder(R)]