Dyes derived from aminothiophenes. Part 4: Synthesis of some nitro-substituted thiophene-based azo disperse dyes

A series of thienylazo dyes has been prepared from nitro-substituted 2- and 3-aminothiophenes; colorants from the former were reddish-blue to green, whereas those from the latter were yellow to orange. The 2-aminothiophenes were obtained either by the amination of an activated chlorothiophene or by...

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Bibliographic Details
Published in:Dyes and pigments 1997, Vol.33 (4), p.319-336
Main Authors: Hallas, Geoffrey, Towns, Andrew D.
Format: Article
Language:English
Subjects:
13C NMR spectra
Aminothiophenes
Applied sciences
Chemical industry and chemicals
disperse dyes
Dyes, pigments
Exact sciences and technology
heterocycle azo dyes
Industrial chemicals
synthesis
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Summary:A series of thienylazo dyes has been prepared from nitro-substituted 2- and 3-aminothiophenes; colorants from the former were reddish-blue to green, whereas those from the latter were yellow to orange. The 2-aminothiophenes were obtained either by the amination of an activated chlorothiophene or by the functionalisation of thiophenes synthesised using the Gewald reaction. The thienyl-3-azo dyes were prepared from derivatised 3-amino-2-methoxycarbonylthiophenes. The 13C NMR chemical shifts of a nitrothienyl-2-azo dye are reported together with those of a 5-nitrothiazolyl-2-azo analogue.
ISSN:0143-7208
1873-3743
DOI:10.1016/S0143-7208(96)00052-6