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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2014
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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. |
format | Online Article Text |
id | pubmed-6271515 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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