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Crystals 2012, 2(1), 118-126; doi:10.3390/cryst2010118
Article

Crystal Structure of 2-Ethylimidazole-1-sulfonyl Azide: A New Azidation Reagent

1, 1, 1, 2, 1, 3 and 1,*
1 Faculty of Chemistry and Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria 2 Institute of Mineralogy and Petrography, University of Innsbruck, 6020 Innsbruck, Austria 3 Sandoz GmbH, 6250 Kundl, Austria
* Author to whom correspondence should be addressed.
Received: 4 January 2012 / Revised: 21 February 2012 / Accepted: 29 February 2012 / Published: 12 March 2012
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Abstract

Crystalline 2-ethylimidazole-1-sulfonyl azide was designed as a convenient reagent with improved thermal stability for electrophilic azidation of carbanions. The compound crystallized in the monoclinic space group P21/c. The molecules are arranged into chains by short C–H...O contacts along a two-fold screw axis. The quaternary 1-azidosulfonyl-2-ethyl-3-methylimidazolium tetrafluoroborate crystallized in Fdd2 with two independent ion pairs which engage in C–H...F interactions.
Keywords: azide; electrophilic azidation; imidazole; stability azide; electrophilic azidation; imidazole; stability
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Laus, G.; Adamer, V.; Hummel, M.; Kahlenberg, V.; Wurst, K.; Nerdinger, S.; Schottenberger, H. Crystal Structure of 2-Ethylimidazole-1-sulfonyl Azide: A New Azidation Reagent. Crystals 2012, 2, 118-126.

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