Reactivity of 7-Dithiocarboxy-imidazo [2,1-b]thiazolium-betnine with Aliphatic Alkylating Agents

  • Song, Jung-Wha (College of Pharmacy, Ewha Women's University) ;
  • Suh, Myung-Eun (College of Pharmacy, Ewha Women's University) ;
  • Yoo, Kyung-Ho (Division of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Park, Sang-Woo (Division of Chemistry, Korea Advanced Institute of Science and Technology)
  • Published : 1989.03.01

Abstract

We have reported earlier on the reactivity of 7-dithiocarboxy-3-phenyl-5,6-dihydro imidazo[2,1-b]thiazolium-betaine with several para-substituted phenacyl bromides. In this work reactions of 7-dithiocarboxy-3-phenyl(or methyl)-5,6-dihydro imidazo[2,1-b]thiazolium-betaine with a series of aliphatic alkylating agents of ${\alpha}$ -halo ketone,${\gamma}$-halo koto ester and ${\alpha}$ -halo ester were examined for the similar purpose. In case of ${\alpha}$-halo ketone or ${\gamma}$-halo koto ester such as ${\alpha}$ -chloro acetone or ethyl 4-chloro acetoacetate new biheterocyclic compound was obtained via ring transformation reaction. However, reaction of the betaine with methyl(or ethyl) bromoacetate used as a ${\alpha}$-halo ester, gave, in-stead, S-alkylated quarternary ammonium salt.

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