Synthesis, characterization and antimicrobial activity of novel sulphapiperazine containing arylazopyrazoles

Abstract EN

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)-benzotriazoylmethyl amino benzoyl hydrazide (4).This compound on condensation with pre-prepared various ethyl-2-substituted phenyl hydrazono-3-oxobutyrates (6 a–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 (7 a–h) were characterized by spectral studies.

The compounds showed significant antimicrobial activity against various bacteria and fungi.