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

Molecules

Mariam Al-Sheikh²  Hanadi Y. Medrasi²  Kamal Usef Sadek¹ 

[1] Department of Chemistry, Faculty of Science, El-Minia University, El-Minia 61519, Egypt;Department of Chemistry, Faculty of Science for Girls, King Abdulaziz University, Jeddah, P.O. Box 50918, Jeddah 21533, Saudi Arabia

关键词: synthesis;    azo-hydrazone tautomerism;    coupling reaction;    diazotization;   

DOI  :  10.3390/molecules19032993

来源: mdpi

【 摘 要 】

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, ¹H-NMR, ¹³C-NMR and MS spectroscopic techniques.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.