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Derivatives of imidazo[4,5-e]-2,1-benzisoxazole and synthesis of substituted benzimidazoles from them

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A series of imidazo[4,5-e]-2,1-benzisoxazole derivatives was synthesized by reacting benzyl cyanide with 1,2-disubstituted 5-nitrobenzimidazoles; their reduction gave 1,2-disubstituted 4-benzoyl-5-aminobenzimidazoles. Acylation, oximation, and diazotization reactions with subsequent replacement of the diazo group by iodine were investigated. In the reaction with DMFA diethyl acetal, amidines were obtained, whose cyclization by the action of ammonia leads to imidazo[4,5-f]quinazoline derivatives.

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Literature cited

  1. R. B. Davis, L. C. Pizzini, and J. D. Benigni, J. Am. Chem. Soc.,82, 2913 (1960).

    Google Scholar 

  2. K. H. Wunsch and S. I. Boulton, Adv. Heterocycl. Chem.,8, 277 (1967).

    Google Scholar 

  3. R. B. Davis and L. C. Pizzini, J. Org. Chem.,24, 1884 (1960).

    Google Scholar 

  4. Pretsch, Clerc, Seibl, and Simon, Tables for Structure Determination of Organic Compounds by Spectroscopic Methods [in German], Springer Verlag, Berlin, Heidelberg, New York (1976).

    Google Scholar 

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Authors and Affiliations

  1. Novokuznetsk Scientific-Research Institute of Pharmaceutical Chemistry, 654034, Novokuznetsk, Kemerov district

    V. M. Pechenina, N. A. Mukhina, V. G. Klimenko & V. G. Granik

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  1. V. M. Pechenina
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  2. N. A. Mukhina
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  3. V. G. Klimenko
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  4. V. G. Granik
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1082–1085, August, 1986.

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Pechenina, V.M., Mukhina, N.A., Klimenko, V.G. et al. Derivatives of imidazo[4,5-e]-2,1-benzisoxazole and synthesis of substituted benzimidazoles from them. Chem Heterocycl Compd 22, 876–879 (1986). https://doi.org/10.1007/BF01175063

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  • DOI: https://doi.org/10.1007/BF01175063

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