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Synthesis 2009(16): 2729-2732  
DOI: 10.1055/s-0029-1216902
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Iodogen: A Novel Reagent for the Oxidation of Urazoles under Heterogeneous Conditions

Ahmad Khoramabadi-zad*a, Azam Shiria, Mohammad Ali Zolfigola, Shadpour Mallakpourb
a Faculty of Chemistry, Bu-Ali Sina University, P.O. Box 6517838683, Hamadan, Iran
b Organic Polymer Chemistry Research Laboratory, College of Chemistry, Isfahan University of Technology, Isfahan 84156, Iran
Fax: +98(31)18257407; e-Mail: khoram@basu.ac.ir;
Further Information

Publication History

Received 9 April 2009
Publication Date:
14 July 2009 (online)

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Abstract

Iodogen is employed as an efficient oxidizing agent for the conversion of urazoles and bis-urazoles into the corresponding 1,2,4-triazoles in good to excellent yields under mild heterogeneous conditions at room temperature.

Key words

iodogen - oxidations - chloroamides - glycolurils

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27

Khoramabadi A., Shiri A. unpublished results.

29

As the product 4-substituted-3H-1,2,4-triazole-3,5-diones are very volatile, it is important that the temperature be maintained below 50 ˚C during evaporation of the solvent to prevent loss of material.