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Synthesis 1997; 1997(4): 413-414
DOI: 10.1055/s-1997-1206
short paper
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A Practical Procedure for the Synthesis of Alkyl Azides at Ambient Temperature in Dimethyl Sulfoxide in High Purity and Yield

Salvador G. Alvarez* , Miho T. Alvarez
  • *Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA, Fax +1(408)4592935
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Publication History

Publication Date:
31 December 2000 (online)

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Described is the often neglected, but very efficient, procedure for the preparation of primary and secondary alkyl and cycloalkyl azides in excellent purity and high yields. At ambient temperature conditions, the alkyl azides were readily obtained from alkyl bromides by the nucleophilic substitution of bromide with 1.2 equivalents of sodium azide in dimethyl sulfoxide (DMSO). This facile and practical procedure provides highly pure products and eliminates the hazards associated with distillation of alkyl azides.

Alkyl azides are prepared from alkyl bromides and NaN3/DMSO