Synthesis, characterization and antimicrobial activity of novel sulphapiperazine containing arylazopyrazoles

Abstract Mannich reaction of benzotriazole ( 1 ), ethyl-4-amino benzoate ( 2 ) and formaldehyde in ethanol afforded 4-(1H)-benzotriazoyl methyl amino benzoate ( 3 ), which on treatment with hydrazine hydrate results in the 4-(1H)-benzotriazoyl methyl amino benzoyl hydrazide ( 4 ). This compound on condensation with pre-prepared various ethyl-2-substituted phenyl hydrazono-3-oxobutyrates ( 6a–h ), furnished 1-(4-((1H-benzo[ d ][1,2,3]triazol-1-yl) methyl amino) benzoyl)-3-methyl-4-(2-(4-(4-alkylpiperazin-1-ylsulfonyl) phenyl) hydrazono)-1H-pyrazol-5(4H)-ones ( 7a–h ). All these compounds ( 7a–h ) were characterized by spectral studies. The compounds showed significant antimicrobial activity against various bacteria and fungi.