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Synthesis and antibacterial activity of 3-chloro-4-(substitutedphenyl)-azetidinonyl/thiazolidinonyl-4-(3-acetanilido) oxa/thiazoles

Indu Singh, Hemlata Kaur, Sunil Kumar, Arun Kumar, Ashok Kumar

Cyclocandensation of 2-[(substitutedbenzylidene)amino]-4-(3- acetanilido)oxazoles (3a-3j) and 2-[(substitutedbenzylidene)amino]-4-(3- acetanilido)thiazoles (7a-7j) with chloroacetyl chloride give and N-2-[3- chloro-4-(substitutedphenyl)-2-oxoazetidin-1-yl]-4-(3-acetanilido)oxazoles (4a-4j) and N-2-[3-chloro-4-(substitutedphenyl)-2-oxoazetidin-1-yl]-4-(3- acetanilido)thiazoles (8a-8j) respectively.N-2-[2-(substitutedphenyl)-4-oxo- 1-thiazolidinyl]-4-(3-acetanilido)oxazoles (5a-5j) and N-2-[2- (substitutedphenyl)-4-oxo-1-thiazolidinyl]-4-(3-acetanilido) oxazoles (5a-5j) have been synthesized by reaction of compounds (3a-3j) and (7a-7j) with thioglycolic acid in presence of anhydrous zinc chloride. All the synthesized compounds were screened for their antibacterial activity and compared with reference drugs ampicillin and ciprofloxacin. The compoundwas the most potent compound of this series. Structure of all the synthesized compounds have been characterized by elemental (C, H, N) and spectral (IR and 1H NMR) analysis.