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

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.