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Synthesis of arylaminotetrazoles by ZnCl2/AlCl3/silica as an efficient heterogeneous catalyst

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Abstract

Arylaminotetrazoles were efficiently synthesized from secondary arylcyanamides by application of ZnCl2/AlCl3/silica as a reusable heterogeneous Lewis acid catalyst. 5-Arylamino-1H-tetrazoles can be obtained from arylcyanamides carrying electron-withdrawing substituents on the aryl ring, while with electron-releasing groups 1-aryl-5-amino-1H-tetrazoles will be produced. The former isomer is also produced within longer reaction times (~20 h) even with electron-releasing groups.

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Acknowledgments

The authors gratefully acknowledge the financial support from the Bu-Ali Sina University, Hamedan 6517838683, Iran.

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Authors and Affiliations

  1. Faculty of Chemistry, Bu-Ali Sina University, 6517838683, Hamedan, Iran

    Davood Habibi & Mahmoud Nasrollahzadeh

Authors
  1. Davood Habibi
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  2. Mahmoud Nasrollahzadeh
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Corresponding author

Correspondence to Davood Habibi.

Electronic supplementary material

Contains information about the catalyst characterization by powder X-ray diffraction (XRD) and FT-IR techniques as well as the NMR spectra of the synthesized aminotetrazoles.

Supplementary material 1 (DOC 6075 kb)

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Habibi, D., Nasrollahzadeh, M. Synthesis of arylaminotetrazoles by ZnCl2/AlCl3/silica as an efficient heterogeneous catalyst. Monatsh Chem 143, 925–930 (2012). https://doi.org/10.1007/s00706-011-0670-8

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  • DOI: https://doi.org/10.1007/s00706-011-0670-8

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