Iranian Journal of Chemistry

Iranian Journal of Chemistry

Synthesis of nitrogen rich 5-substituted-1H-tetrazoles using a heterogeneous magnetic catalyst based on zirconium

Document Type : Original Article

Authors
Fatemeh Abrishami 1
Fatemeh Nakhaei 2
Marzieh Daryanavard 3
1 Faculty of Chemistry and Chemical Engineering, Malek-Ashtar University of Technology
2 .Faculty of Chemistry and Chemical Engineering, Malek-Ashtar University of Technology
3 Department of Chemistry, Estahban Higher Education Center, Estahban, Iran
10.22036/cr.2022.337345.1179
Abstract
Tetrazoles are an important class of nitrogen-rich heterocycles which have a wide range of applications in high energy materials, pharmaceutical industries, treatment of various disease, biochemistry, bioimaging, and photography. In this paper, Zr0.25Zn0.25Cu0.5Fe2O4 catalyst was first synthesized by two common combustion and hydrothermal methods and was then characterized by inductively coupled plasma atomic emission spectroscopy (ICP-AES), X-ray diffraction (XRD) and field emission scanning electron microscopy (FE-SEM) methods. Furthermore, this catalyst has the magnetic properties. The catalytic activity of the Zr0.25Zn0.25Cu0.5Fe2O4 heterogeneous magnetic catalyst was investigated for the synthesis of a wide range of 5-substituted-1H-tetrazole derivatives via [3+2] cycloaddition of sodium azide with various nitriles in N,N-dimethylformamide at 120 °C. The main advantages of this method are high efficiency, simple methodology, easy work-up and catalyst reusability. Furthermore, this catalyst can be easily separated from the reaction mixture using an external magnet and reused for five cycles without a significant decrease in its catalytic activity.

Graphical Abstract

Synthesis of nitrogen rich 5-substituted-1H-tetrazoles using a heterogeneous magnetic catalyst based on zirconium
Keywords
Tetrazole
Sodium azide
Heterogeneous magnetic catalyst based on zirconium
Nitrile derivatives
[3+2] Cycloaddition reaction

Subjects

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  • Receive Date 16 April 2022
  • Revise Date 24 July 2022
  • Accept Date 16 September 2022