Citation: Ferydoon Khamooshi, Ali Reza Modarresi-Alam. Solvent-free preparation of arylaminotetrazole derivatives using aluminum (Ⅲ) hydrogensulfate as an effective catalyst[J]. Chinese Chemical Letters, ;2010, 21(8): 892-896. doi: 10.1016/j.cclet.2010.03.008 shu

Solvent-free preparation of arylaminotetrazole derivatives using aluminum (Ⅲ) hydrogensulfate as an effective catalyst

Deparment of Chemistry, Faculty of Science, University of Sistan and Baluchestan, Zahedan, Iran

Received Date: 24 November 2009

Fund Project: The authors are thankful to Sistan and Baluchestan University Research Council for support of this work.

An efficient and simple method for the preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum (Ⅲ) hydrogensulfate (Al(HSO₄)₃) as an effective heterogeneous catalyst from secondary arylcyanamides.Generally, when the substitution in arylcyanamide is strongly electron-withdrawing the position of equilibrium would shift toward the isomer of 1-aryl-5-amino-1H-tetrazole (B) and as the electron-donating of substituent increased, the position of equilibrium is shifted toward the isomer of 5-arylamino-1H-tetrazole (A). The present methodology offers several advantages, such as excellent yields, short reaction times, easy work-up and greener conditions.
- 5-Arylamino-1H-tetrazole,
- 1-Aryl-5-amino-1H-tetrazole,
- Secondary arylcyanamide,
- Aluminum (Ⅲ) hydrogensulfate (Al(HSO₄)₃),
- Heterogeneous catalyst,
- Solvent-free,
- Solid acid
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