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Research on imidazo[1,2-a]benzimidazole derivatives. 22. Synthesis of 2,3-dihydroimidazo[1,2-a]benzimidazoles starting from 2-imino-3-(2-hydroxyethyl)benzimidazolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A Β-elimination reaction with the formation of 2-imino-3-vinylbenzimidazolines occurs simultaneously with intramolecular alkylation and the formation of an imidazoline ring in the action of alcoholic alkali on 2-imino-3-(2-chloroethyl) benzimidazolines. The thermolysis of 3-chlorethyl-substituted imines without a solvent or in an inert solvent leads exclusively to 2,3-dihydroimidazo[1,2-a] benzimidazoles. An attempt to obtain the latter directly from 2-imino-3-(2-hydroxyethyl) benzimidazolines by the action of a mixture of thionyl chloride and acetic anhydride on them also leads to ambiguous results.

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Authors and Affiliations

  1. Scientific-Research Institute of Physical and Organic Chemistry, M. A. Suslov Rostov State University, 344090, Rostov-on-Don

    V. A. Anisimova, M. V. Levchenko & A. F. Pozharskii

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  1. V. A. Anisimova
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  2. M. V. Levchenko
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  3. A. F. Pozharskii
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Additional information

See [1] for communication 21.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 918–925, July, 1986.

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Anisimova, V.A., Levchenko, M.V. & Pozharskii, A.F. Research on imidazo[1,2-a]benzimidazole derivatives. 22. Synthesis of 2,3-dihydroimidazo[1,2-a]benzimidazoles starting from 2-imino-3-(2-hydroxyethyl)benzimidazolines. Chem Heterocycl Compd 22, 732–739 (1986). https://doi.org/10.1007/BF00522731

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  • DOI: https://doi.org/10.1007/BF00522731

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