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Volume 22, Issue 4
  • ISSN: 1570-1786
  • E-ISSN: 1875-6255

Abstract

Hydrazo compounds have displayed significant roles in both biological and physical aspects, such as spinamycin as a potent growth inhibitor against fungi and rat sarcoma cells, hydrazo tocopherol as a component of vitamin E, and electron-rich hydrazo-linked triazines as energetic materials. In this study, a metal-free approach was proposed for the synthesis of hydrazo-linked 5-(4-aryl)-1-1,2,4-triazoles. The methods for the synthesis of 5-(4-aryl)-1-1,2,4-triazoles initiated by the reaction of aldehyde with semicarbazide. The resulted compound, 5-(4-aryl)-1-1,2,4-triazol-3-ol, upon reaction with phosphorous oxychloride yielded 3-chloro-5-(4-aryl)-1-1,2,4-triazoles. These synthesized compounds upon fusión with various aryl and hetero aryl substituted hydrazines provided desired hydrazo moieties. Synthesized hydrazo compounds were characterized by spectroscopic techniques, 1H-NMR, FT-IR and mass spectrometry. In this study, a series of novel hydrazo-linked 5-(4-aryl)-1-1,2,4-triazoles were synthesized. The methodology proposed in this study eliminates the use of complicated procedures and heavy metals.

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2024-08-27
2025-05-09

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/content/journals/loc/10.2174/0115701786332586240819074232
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An Efficient Metal-Free Methodology for the Synthesis of Hydrazo-Linked 5-(4-aryl)-1H-1,2,4-Triazoles
Lett. Org. Chem. 22, 334 (2025); https://doi.org/10.2174/0115701786332586240819074232
/content/journals/loc/10.2174/0115701786332586240819074232
/content/journals/loc/10.2174/0115701786332586240819074232
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Supplements

Supplementary material is available on the publisher’s website along with the published manuscript file. The supplementary information contains 1H-NMR, FT-IR, and Mass spectra of synthesized and compounds. Along with the above data, SI also includes figures displaying important mass fragments corresponding to the cleavage of synthesized hydrazo compounds.

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  • Article Type:     Research Article
Keyword(s): Heterocycles; hydrazide; hydrazine hydrate; hydrazo compounds; reflux; semicarbazide; triazole

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