An Efficient Synthesis of Bio Active Azetidinones and Thiazolidinones of 3-METHYL-1-PHENYL-1H-PYRAZOL-5-OL

A series of Azetidinone; 3-chloro-1-{4-[8-(2hydroxy-4-methylphenyl)-6,10-dimethyl-4,12-diphenyl2,4,5,11,12-pentaazatricyclo[7.3.0.0 3,7 ]dodeca-1(9), 3(7), 5,10tetraen-2-yl]phenyl}-4-aryl azetidin-2-one (3a-e) and thiazolidinones; 3-{4-[8-(2-hydroxy-4-methylphenyl)-6,10dimethyl-4,12-diphenyl-2,4,5,11,12pentaazatricyclo[7.3.0.0 3,7 ]dodeca-1(9), 3(7), 5,10-tetraen-2yl]phenyl}-2-aryl-1,3-thiazolidin-4-one (4a-e) were synthesized using new schiff base; 2-(6,10-dimethyl-4,12-diphenyl-2-{4[(E)-(arylmethylidene)amino]phenyl}-2,4,5,11,12pentaazatricyclo [7.3.0.0 3,7 ]dodeca-1(9), 3(7), 5,10-tetraen-8-yl)5-methyl phenol (2a-e). The schiff base were synthesized by the reaction of aromatic aldehyde and 2-[2-(4-aminophenyl)-6,10dimethyl-4,12-diphenyl-2,4,5,11,12pentaazatricyclo[7.3.0.0 3,7 ]dodeca-1(9), 3(7), 5,10-tetraen-8-yl]5-methyl phenol (1) under microwave and conventional methods. Our results show that the synthesis of schiff bases under solvent free microwave conditions is the most efficient method of synthesis having highest yield than both conventional method and microwave with solvent. The newly synthesized compounds were characterized on the basis of different spectroscopic (IR, 1 HNMR, Mass) and elemental (C, H, N) analysis techniques. Compounds (3a-e and 4a-e) were screened for their biological activities against the panel of nine bacterial strains.