Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis and Reaction of Biheterocyclic Thiazolo[3,2-a]pyrimidinium-betaines

  • 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 : 1985.10.20
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Abstract

Various new kinds of biheterocyclic betaines were prepared by the reaction of 3-substituted-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine with electrophiles such as isothioyanates, isocyanates in aprotic solvents, respectively. The biheterocyclic betaines containing methyl group at 3-position of thiazole ring were obtained particularly in good yields at room temperature. These betaines were also reacted with alkyl halide to give quarternary ammonium salts. It was found that these betaines are dissociated in polar organic solvents depending on temperature. And new biheterocyclic compounds via ring transformation were prepared by the reaction of 8-phenyl (thiocarbamoyl)-3-phenyl-6,7-dihydro-5H-thiazolo[3 ,2-a]pyrimidinium-betaine with ${\alpha}$-halo kester ${\alpha}-halo$ ester and ${\gamma}-halo$ keto ester.

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References

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Cited by

  1. ChemInform Abstract: Synthesis and Reaction of Biheterocyclic Thiazolo[3,2-a]pyrimidinium-betaines. vol.17, pp.27, 1985, https://doi.org/10.1002/chin.198627210
  2. Synthesis of new thiazolium betaines and the ring expansion reactionvia1,4-dipolar cycloaddition vol.32, pp.5, 1985, https://doi.org/10.1002/jhet.5570320528
  3. Basicities of thiazole heterocyclic compounds and the reaction of 3-methyl-2-methylimino-Δ4-thiazolines with ethyl bromoacetate and 2-bromoacetophenone vol.34, pp.1, 1985, https://doi.org/10.1002/jhet.5570340110