Synthesis and crystal structures of two hetarylazo indole disperse dyes

Abstract

Two new heterocyclic monoazo disperse dyes were prepared by diazotizing 2-amino-5-methylthiazole and ethyl-1-(2-aminothiazol-4-yl)acetate and coupling with 1,2-dimethyl-indole. Characterization of the dyes was carried out by using UV-vis, FTIR, 1 H-NMR and MS spectroscopic techniques. The structures of the dyes have been determined by single-crystal X-ray diffraction method. The maximum absorption peaks (k max ) in the ultraviolet and visible (UVvis) spectra of the hetarylazoindole dyes have been determined by using the density-functional (DFT method) and time-dependent density-functional (TD-DFT method) theories. Excellent agreement was found between the calculated and experimental k max values.

Interplay of thermochemistry and Structural Chemistry, the journal (volume 19, 2008) and the discipline

“…Seferoglu et al [193] report on the preparation and X-ray single-crystal structures of two hetarylazo disperse dyes, both of which are thiazole-azo-indole derivatives. The absorption spectrum (UV-Vis) of both dyes was recorded.…”

Synthesis and Absorption Properties of Trisubstituted Hetarylazo Indole Dyes

“…Pauly and Gundermann then reported the reaction of diazotized sulfanilic acid with substituted indole derivatives [10]. In the literature, it is stated that some dyes are synthesized using indole and derivatives as heterocyclic coupling component [11][12][13][14][15][16][17][18][19][20].…”

Synthesis, Characterization and Antimicrobial Activity of Heterocyclic Azodyes Derived from Thiadiazole

“…Azo dyes containing sulfur and/or nitrogen atoms have been the subject of many studies recently. These dyes provide bright and strong shades that range from red to green and blue 10,11 . In this regard, a number of studies have been devoted to the characterization, purification and application of azo dyes as antibacterial agents 12,13 .…”