NOVEL [(3-NITRO-2-OXO-2H-CHROMEN-4-YLAMINO)-PHENYL]PHENYL-AZETIDIN-2-ONES AND THEIR ANTIMICROBIAL ACTIVITY

Synthesis of new azetidin-2-ones on the basis of 4-aminophenyl-3-nitrobenzopyran-2-one is reported in this study. By condensation reaction of 4-chloro-3-nitrobenzopyran-2-one 2 and phenylenediamine, 4-(4-Amino-phenylamino)-3-nitro-chromen-2-one 3 is synthesized in high yield. Catalytic condensation of product 3 and benzaldehyde, salicylaldehyde and 3-nitrobenzaldehyde, afforded novel derivatives of 4-[4-(Benzylidene-amino)-phenylamino]-3-nitrobenzopyran-2-one, 4 (a-c) . In the following series of reactions, by cyclization of the products 4(a-c) with acetyl chloride, corresponding substituted azetidinones 5(a-c) are synthesized. Structural characterization of the synthesized products is done on the basis of spectrometric data. Compounds of series 4(a-c) and 5(a-c) are examined for their antibacterial activity against S. aureus , E. coli and Klebsiella . Antibacterial activity is examined by measuring the inhibition zones around the disks marked with the corresponding product solutions in N,N-DMF concentration 2 mg/mL , 4 mg/mL and 6 mg/mL. Compounds of series 4 have shown moderate antibacterial activity against these microorganisms, whereas compounds of series 5 have shown significant activity. The impact of substitutions in antimicrobial activity is also explored.