Synthesis of 6- Halo - 4- hydroxyl- 2- quinolone and Their Azo Disperse Dyes

Authors

1 Department of Chemistry, Faculty of Science, Islamic Azad University, Lahijan branch

2 Department of Chemistry, Guilan University

Abstract

Dianilides 1 and 2 derived from concerned substituted anilines were transformed to corresponding coupling components 3 and 4 in good yields using melted AlCl3.These compounds were coupled with diazotized aryl and heteroaryl amines to give to corresponding azo dyes 5a-d and 6a-d. The structure of the new azo dyes was confirmed by UV-Vis, FT-IR, 1H NMR spectroscopic techniques. The solvatochromism of dyes was evaluated with respect to wavelength of maximum absorption (λmax) in six solvents: acetic acid, ethanol, chloroform, acetonitrile, dimethyl sulfoxide and dimethyl formamide. The color of the dyes is discussed with respect to the nature of cyclic and heterocyclic ring and substituents therein. The effects of acid and base on the visible absorption spectra of the dyes are also reported.

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