Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

Abstract

Synthesis, characterization and anti microbial evalution of of novel 1,3,4-oxadiazole containing pyrazolones and 2-azetidinone ring systems

Author(s): P. Nagarjuna Reddy, L. K. Ravindranath, K. B. Chandrasekhar, P. Rameshbabu and S. Harikrishna

4-(3-chloro-2,5-dioxo-8-(trifluoromethyl)-1-((4-(trifluoromethyl)phenyl)amino)-1,6.7-triazaspiro[3,4]oct-7-en-6yl)- N-(3-chloro-2-(1-((5-(phenyl)-1,3,4-oxadiazol-2-yl)methyl)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-4-oxoazet -idin-1-yl)benzamide were prepared by reflux the ethyl 2-(4-(3-chloro-2,5-dioxo-8-(trifluoromethyl)-1-((4- (trifluoromethyl)phenyl)amino)-1,6.7-triazaspiro[3,4]oct-7-en-6-yl)benzamido)-4-oxoazetidin-2-yl)-3-methyl-5-oxo- 4,5-dihydro-1H-pyrazol-1-yl)acetate and hydrazine hydrate afford corresponding 4-(3-chloro-2,5-dioxo-8- (trifluoromethyl)-1-((4-(trifluoromethyl) phenyl)amino)-1,6.7-triazaspiro[3,4]oct-7-en-6-yl)-N-(3-chloro-2-(1-(2- hydrazinyl-2-oxoethyl)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-4-oxo azetidin-1-yl)benzamide. This was subjected to in phosporyl chloride reaction with benzoic acid to give corresponding 4-(3-chloro-2,5-dioxo-8- (trifluoromethyl)-1-((4-(trifluoromethyl) phenyl)amino)-1,6.7-triazaspiro[3,4]oct-7-en-6-yl)-N-(3-chloro-2-(1-((5- (phenyl)-1,3,4-oxadiazol-2-yl)methyl)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-4-oxo azetidin-1-yl)benzamide in excellent yields. The structure of these newly synthesized compounds were characterized by 1HNMR,Mass, IR& Elemental analysis.


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