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Paper | Regular issue | Vol 24, No. 2, 1986, pp.379-386
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0379
Transformations of N-Heteroarylformamidines. A Novel Synthesis of Imidazo[2,1-b]thiazole and Imidazo[2,1-b][1,3,4]thiadiazole Derivatives

Simona Fajgelj, Branko Stanovnik,* and Miha Tisler

*Department of Chemistry, E. Kardelj University, Murnikova 6, 61000 Ljubljana, Slovenia

Abstract

Substituted imidazo[2,1-b]thiazole and imidazo[2,1-b][1,3,4]thiadiazole derivatives 3 and 9 were prepared from the corresponding thiazolylformamidine 2 by quaternization with phenacyl bromide and from the corresponding quaternized amino substituted 1,3,4-thiadiazole derivative 8 by treatment with DMFDMA, followed by cyclization and subsequent elimination of dimethylamine. This method represents a novel method for the preparation of imidazoazoles with a bridgehead nitrogen atom.