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Imidazo[1,2-a]benzimidazole derivatives

V. 3-Amino derivatives of 2,9-substituted imddazo[1,2-a]benzimidazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3-Amino derivatives of 9-alkyl(benzyl)-2-arylimidazo[1,2-a]benzimidazoles, obtained by the reduction of the appropriate 3-nitro(nitroso) derivatives, are extremely unstable, and the imidazole ring opens readily resulting in conversion to 2-(α-carboxybenzylamino)benzimidazoles. The reaction apparently proceeds through the intermediate formation of 2-(β-cyanobenzylamino)benzimidazole, which is a tautomeric form of the 3-amino compound and can react as such to form 3-acylamino derivatives and anils. If there is a methyl group in the 3-position of the ring, the amine is quite stable and can be isolated in free form.

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Authors and Affiliations

  1. Rostov-on-Don State University, U.S.S.R.

    A. M. Simonov & V. A. Anisimova

Authors
  1. A. M. Simonov
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  2. V. A. Anisimova
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Additional information

See [1] for communication IV.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 673–677, May, 1971.

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Simonov, A.M., Anisimova, V.A. Imidazo[1,2-a]benzimidazole derivatives. Chem Heterocycl Compd 7, 632–637 (1971). https://doi.org/10.1007/BF00945512

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  • DOI: https://doi.org/10.1007/BF00945512

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