Synthesis, Characterization and Biological Activity of Some New 4-Substituted-phenyl-3-chloro-1-{5-[(3, 5-dimethyl-1H-pyrazol-1- yl) methyl]-1, 3, 4-thiadiazol-2-yl} azetidin-2-one


Abstract:A new series of 3,5-dimethyl-1H-pyrazole derivatives (1-15) incorporated intofused to different nitrogen and sulphur containing heterocyclic were prepared from3,5-dimethyl-1H-pyrazole when treated with ethylchloroacetate in the present ofpotassium carbonate to offer Ethyl (3, 5-dimethyl-1H-pyrazol-1-yl) acetate (1).Compound (1) converted to 2-[(3,5-dimethyl -1H-pyrazol -1-yl) acetyl]hydrazinecarbothioamide (2) by reaction with thiosemicarbazide in methanol.Cyclocondensation (2) was reacted with mineral acid H2SO4 to produce 5-[(3, 5-dimethyl-1H-pyrazol-1-yl) methyl]-1, 3, 4-thiadiazol-2-amine (3). Various new Schiffbases (4-9) were synthesized by the condensation of 5-[(3, 5-dimethyl-1H-pyrazol-1-yl) methyl]-1, 3, 4-thiadiazol-2-amine (3) with various aryl aromatic aldehydes.Aseries of six new 4-substituted-phenyl-3-chloro-1-{5-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-1,3,4-thiadiazol-2-yl}azetidin -2-one (10-15) have been synthesized b