Russian Journal of Organic Chemistry

, Volume 43, Issue 8, pp 1213–1217 | Cite as

Synthesis of 1,2-diols ethers, condensation products of glyoxal with nitrogen-containing nucleophiles: I. Reaction of cyclic sulfites with primary alcohols and glycols

Article

Abstract

In reactions of 4,5-diacetoxy-2-(dinitromethylene)imidazolidine, 4,5-diacetoxy-2-nitriminoimidazolidine, and 1,2-diacetoxy-1,2-bis(chloroacetylamino)ethane with thionyl chloride at room temperature the corresponding cyclic sulfites were obtained. Treating the sulfites with methanol, ethanol, and 2-chloroethanol at room temperature we prepared acyclic ethers in 80–90% yields. Similarly cyclic ethers were synthesized from ethylene glycol and 1,3-propanediol in 50–60% yields.

Keywords

Sulfite Glyoxal Thionyl Chloride Cyclic Ether Imidazolidine 

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Copyright information

© Pleiades Publishing, Ltd. 2007

Authors and Affiliations

  • E. V. Sizova
    • 1
  • V. V. Sizov
    • 1
  • I. V. Tselinskii
    • 1
  1. 1.St. Petersburg State Technological InstituteSt. PetersburgRussia

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