3-(2,2-Dichloroacetyl)-4-hydroxy-1-methylquinolin-2(1H)-one (2) was utilized to obtain several new quinolinones bearing imidazole, quinoxaline, 1,2,4-triazine, pyridotriazine and triazolotriazine heterocycles as substituents at position 3. Condensation of compound 2 with aminotriazine 11 afforded the iminone 12 which was subjected to annellation reactions leading to some new quinolinones fused at face [c]; viz.pyrazole, pyrimidine and benzodiazepine.Structure of the new compounds was confirmed by spectral and elemental analyses.The synthesized compounds were screened in vitro for their antimicrobial and antitumor activities.HETEROCYCLES, Vol.85, No. 6, 2012 a 12 mm or less: resistant or no inhibition, 13-17 mm: moderate inhibition, 18 mm or more: strong inhibition.b The concentration of used standard drugs was 100 µg/mL.
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Hassanin et al. (2012) studied this question.