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Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole

New 1,2,4-triazole colorants were obtained, in high yields, by coupling 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole (1) with diazotized aniline derivatives 2, 4 and 6. The azo dyes prepared in this work may exist in three tautomeric forms. We found that the tautomerism is influenced mainly by...

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Autores principales: Al-Sheikh, Mariam, Medrasi, Hanadi Y., Sadek, Kamal Usef, Mekheimer, Ramadan Ahmed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271515/
https://www.ncbi.nlm.nih.gov/pubmed/24609019
http://dx.doi.org/10.3390/molecules19032993
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author Al-Sheikh, Mariam
Medrasi, Hanadi Y.
Sadek, Kamal Usef
Mekheimer, Ramadan Ahmed
author_facet Al-Sheikh, Mariam
Medrasi, Hanadi Y.
Sadek, Kamal Usef
Mekheimer, Ramadan Ahmed
author_sort Al-Sheikh, Mariam
collection PubMed
description New 1,2,4-triazole colorants were obtained, in high yields, by coupling 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole (1) with diazotized aniline derivatives 2, 4 and 6. The azo dyes prepared in this work may exist in three tautomeric forms. We found that the tautomerism is influenced mainly by the nature of substituent at the para position of the aniline coupling component. This tautomerisation was observed in the NMR spectra of the dyes. The dyes were characterized by IR, (1)H-NMR, (13)C-NMR and MS spectroscopic techniques.
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spelling pubmed-62715152018-12-20 Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole Al-Sheikh, Mariam Medrasi, Hanadi Y. Sadek, Kamal Usef Mekheimer, Ramadan Ahmed Molecules Article New 1,2,4-triazole colorants were obtained, in high yields, by coupling 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole (1) with diazotized aniline derivatives 2, 4 and 6. The azo dyes prepared in this work may exist in three tautomeric forms. We found that the tautomerism is influenced mainly by the nature of substituent at the para position of the aniline coupling component. This tautomerisation was observed in the NMR spectra of the dyes. The dyes were characterized by IR, (1)H-NMR, (13)C-NMR and MS spectroscopic techniques. MDPI 2014-03-07 /pmc/articles/PMC6271515/ /pubmed/24609019 http://dx.doi.org/10.3390/molecules19032993 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Al-Sheikh, Mariam
Medrasi, Hanadi Y.
Sadek, Kamal Usef
Mekheimer, Ramadan Ahmed
Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title_full Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title_fullStr Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title_full_unstemmed Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title_short Synthesis and Spectroscopic Properties of New Azo Dyes Derived from 3-Ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
title_sort synthesis and spectroscopic properties of new azo dyes derived from 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271515/
https://www.ncbi.nlm.nih.gov/pubmed/24609019
http://dx.doi.org/10.3390/molecules19032993
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