New azo disperse dyes containing cyclohexanone ring for dyeing polyester and nylon fabrics

Condensation of 2,4-diacarboethoxy-5-hydroxy-3-(4-methoxyphenyl)-5-methyl cyclohexanone (1) with equimolar amounts of hydrazine hydrate and phenyl hydrazine afforded the corresponding 2H-indazole-5-carboxylates 2a and 2b, respectively. Coupling of 2 with diazotized aromatic amines furnished the corr...

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Bibliographic Details
Published in:Macedonian Journal of Chemistry and Chemical Engineering 2010-01, Vol.29 (1), p.87-95
Main Authors: Gaffer, Hatem E., Khalifa, Mohamed A. E., El-Bially, Shaima F., Metwally, Mohamed A.
Format: Article
Language:English
Subjects:
cyclohexane
indazole
japp-klingemann reaction
phenyl hydrazine
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Summary:Condensation of 2,4-diacarboethoxy-5-hydroxy-3-(4-methoxyphenyl)-5-methyl cyclohexanone (1) with equimolar amounts of hydrazine hydrate and phenyl hydrazine afforded the corresponding 2H-indazole-5-carboxylates 2a and 2b, respectively. Coupling of 2 with diazotized aromatic amines furnished the corresponding azo compounds 3a n. When compound 1 was subjected to the Japp-Klingemann reaction in alkaline medium with diazotized aromatic amines furnished the corresponding hydrazones 4a-g. The treatment of 4a-g with phenyl hydrazine in acetic acid allows the isolation of arylhydrazono derivatives 5a-g. The structures of the dyes were established using analytical and spectral data. Evaluation of the technical properties and color assessment of the dyes were done.
ISSN:1857-5552
1857-5625
DOI:10.20450/mjcce.2010.176