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Protonation of imidazo[2,1-b]thiazole and thiazolo[2,3-f]purine

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Abstract

The protonation of imidazo[2,1-b]thiazole and thiazolo[2,3-f]purine was investigated by PMR spectroscopy. In CF3COOH and D2SO4 the imidazothiazole forms a monocation, the structure of which corresponds to the addition of a proton to the nitrogen atom of the imidazole ring. In aqueous D2SO4 solutions, the thiazolopurine forms mono- and dications. The first protonation occurs at the nitrogen atom of the pyrimidine ring, while the second protonation occurs at the nitrogen atom of the imidazole ring. The effect of delocalization of the positive charge in the cations of the investigated compounds was examined.

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry, Moscow

    L. M. Alekseeva, G. G. Dvoryantseva, Yu. N. Sheinker, I. A. Mazur, B. V. Kurmaz & P. M. Kochergin

  2. Zaporozhe State Medical Institute, USSR

    L. M. Alekseeva, G. G. Dvoryantseva, Yu. N. Sheinker, I. A. Mazur, B. V. Kurmaz & P. M. Kochergin

Authors
  1. L. M. Alekseeva
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  2. G. G. Dvoryantseva
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  3. Yu. N. Sheinker
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  4. I. A. Mazur
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  5. B. V. Kurmaz
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  6. P. M. Kochergin
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1206–1211, September, 1974.

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Alekseeva, L.M., Dvoryantseva, G.G., Sheinker, Y.N. et al. Protonation of imidazo[2,1-b]thiazole and thiazolo[2,3-f]purine. Chem Heterocycl Compd 10, 1048–1052 (1974). https://doi.org/10.1007/BF00472120

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  • DOI: https://doi.org/10.1007/BF00472120

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