Synthesis and Antimicrobial Evaluation of New (4-Oxo-thiazolidinyl)quinazolin-4(3H)ones of 2-[(2,6-Dichlorophenyl)amino]phenylacetic acid

Synthesis of 2-[2-(2,6-dichlorophenyl)amino]phenylmethyl-3-[4-(2-substitutedphenyl-4-oxo-thiazolidinyl)aryl]-6-bromo quinazolin-4(3H)ones VIa-j have been achieved from the starting material 2-[(2,6-dichlorophenyl)amino] phenylacetic acid I to benzoxazine III, Further reaction with p-phenylindiamine and substituted aromatic aldehyde gave 2-[2-(2,6-dichlorophenyl)amino]phenyl methyl-3-(4-aminoaryl)-6-bromo quinazolin-4(3H)-ones IV and 2-[2-(2,6-dichlorophenyl)amino]phenylmethyl-3-[4-(2-substituted arylidene)aryl]-6-bromo quinazolin-4(3H)ones Va-j respectively. Va-j on cyclization with thioglycolic acid gave VIa-j. All the synthesized compounds have been characterized on the basis of elemental analysis, IR and 1H-NMR spectral data. They were screened for antibacterial and antifungal activity at two concentrations and compared with the standard drugs penicillin-G, ampicillin, and amoxicillin. The compounds containing 4-OCH3 and 3, 4, 5-(OCH3)3 showed good activity, compared with the standard drugs.