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Synthesis and application of ethyl 2-arylazo-4,9-dioxonaphtho[2,3-b]thiophene-3-carboxylate

✍ Scribed by D. W. Rangnekar; V. R. Kanetkar; G. S. Shankarling; J. V. Malanker

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
133 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Synthesis of ethyl 2‐arylazo‐4,9‐dioxonaphtho[2,3‐b]thiophene‐3‐carboxylate was achieved by diazotization of ethyl 2‐amino‐4,9‐dioxonaphtho[2,3‐b]thiophene‐3‐carboxylate and coupling with selected N,N‐dialkylanilines. The key intermediate ethyl 2‐amino‐4,9‐dioxonaphtho[2,3‐b]thiophene‐3‐carboxylate was synthesized by the condensation of sodium salt of ethyl cyanoacetate with 2,3‐dichloro‐1,4‐naphthoquinone. Ethyl 2‐arylazo‐4,9‐dioxonaphtho[2,3‐b]thiophene‐3‐carboxylate were applied on polyester fibers as disperse dyes and their dyeing properties were studied.

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