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http://dx.doi.org/10.5012/jkcs.2012.56.1.082

Synthesis, Tautomeric Structure, Dyeing Characteristics, and Antimicrobial Activity of Novel 4-(2-Arylazophenyl)-3-(2-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-ones  

Metwally, M.A. (Department of Chemistry, Faculty of Science, Mansoura University)
Bondock, S.A. (Department of Chemistry, Faculty of Science, Mansoura University)
El-Desouky, S.I. (Department of Chemistry, Faculty of Science, Mansoura University)
Abdou, M.M. (Scholarship of Academy of Scientific Research & Technology)
Publication Information
Abstract
Novel azopyrazolin-5-one dyes 4a-f were synthesized by the regioselective reaction of phenylhydrazine with 2,3,4-chromantrione-3-arylhydrazones 2a-f. The acid dissociation constants $pK_a$ for the series prepared were determined and correlated by the Hammett equation. The results of such correlation together with the spectral data indicated that the studied compounds exist predominantly in the hydrazone keto structure, (D) as the Z-configuration. The dyes were applied to polyester fabrics, affording orange-yellow shades and assessments of their dyeing performance are considered. Further, the compounds 4a-f were screened for their antimicrobial activity against various microorganisms.
Keywords
Azo-hydrazone tautomerism; Disperse dyes;
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