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Synthesis and Structural Determination of Two New tri-Heterocyclic Regioisomeric Compounds, Precursors of Bi-Triazolic α-Amino Acids, via a Comparative Study using 1D NMR Spectroscopy

Author

Listed:
  • S. Hajib

    (Sidi Mohammed Ben Abdellah University, Morocco)

  • A. Ksakas

    (Catalysis and Environment Laboratory, Morocco)

  • Y. Aouine

    (Ibn Zohr University, Morocco)

  • A. Alami

    (Sidi Mohammed Ben Abdellah University, Morocco)

  • H. Faraj

    (Sidi Mohammed Ben Abdellah University, Morocco)

Abstract

In this article, we describe the synthesis of two new triheterocyclic regioisomers, named 4-({4-[(1H-1,2,4-triazol-1-yl)methyl]-1H-1,2,3-triazol-1-yl}methyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole and 4-({5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-1,2,3-triazol-1-yl}methyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole. The action of 1-(propargyl)-1H-1,2,4-triazole on 4-(azidomethyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole, in a very small quantity of toluene, led after 48 hours at 120 °C to two regioisomers with an overall yield of 90%. The allocation of structures to these two regioisomers was carried out based on a comparative spectroscopic study using 1D NMR of the proton and carbon 13, as well as based on data from the literature concerning the cycloaddition reaction.

Suggested Citation

Handle: RePEc:epw:ejchem:v:1:y:2020:i:6:id:5036
DOI: 10.24018/ejchem.2020.1.6.36
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