Archives of Pharmacal Research

, Volume 12, Issue 1, pp 17–21 | Cite as

Reactivity of 7-dithiocarboxy-imidazo[2,1-b]thiazoliumbetaine with aliphatic alkylating agents

  • Jung Wha Song
  • Myung Eun Suh
  • Kyung Ho Yoo
  • Sang Woo Park
Original Articles


We have reported earlier on the reactivity of 7-dithiocarboxy-3-phenyl-5,6-dihydro imidazo[2,1-b]thiazolium-betaine with severalpara-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 α-halo ketone, γ-halo keto ester and α-halo ester were examined for the similar purpose. In case of α-halo ketone or γ-halo keto ester such as α-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 α-halo ester, gave, instead, S-alkylated quarternary ammonium salt.


7-Dithiocarboxy-3-substituted-5,6-dihydro imidazo[2,1-b]thiazolium-betaine Alkylating agent α-Halo ketone γ-Halo keto ester α-Halo ester Reactivity Ring transformation reaction S-Alkylated quarternary ammonium salt C-H Acidity of methylene protons 


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Copyright information

© The Pharmaceutical Society of Korea 1989

Authors and Affiliations

  • Jung Wha Song
    • 1
  • Myung Eun Suh
    • 1
  • Kyung Ho Yoo
    • 2
  • Sang Woo Park
    • 2
  1. 1.College of PharmacyEwha Women’s UniversitySeoulKorea
  2. 2.Division of ChemistryKorea Advanced Institute of Science and TechnologySeoulKorea

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