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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 21
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Original Articles

Silica-Supported Ferric Chloride (FeCl3-SiO2): An Efficient and Recyclable Heterogeneous Catalyst for the Preparation of Arylaminotetrazoles

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Pages 3159-3167 | Received 05 Aug 2009, Published online: 04 Oct 2010
 

Abstract

An efficient method for preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using FeCl3-SiO2 as an effective heterogeneous catalyst. Generally, when the substituent in arylcyanamide is a strongly electron-withdrawing group, the position of the equilibrium would shift toward 5-arylamino-1H-tetrazole, whereas with an electron-releasing substituent, the position of the equilibrium would shift toward 1-aryl-5-amino-1H-tetrazole.

ACKNOWLEDGMENT

We are thankful to the Bu-Ali Sina University, Hamedan, Iran, for partial support of this work.

Notes

a Yield refer to the pure isolated product.

b Determined by 1H NMR analysis.

c Yield after the third cycle.

a Reaction was carried out at 120 °C.

b In the absence of catalyst at 110 °C, no reaction occurred after 120 min.

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