Abstract
3-(α-haloacyl)-2,4-dialkylpyrazolo[1,5-a]benzimidazoles can be obtained either by brominating 3-acetylpyrazolo[1,5-a]benzimidazoles with bromine in acetic acid, or by acylating the 3-unsubstituted pyrazolobenzimidazoles with haloacetic halides. Halogenation of 3-acetylpyrazolo[1,5-a]benzimidazoles with bromine in acetic acid in the presence of sodium acetate, and bromination with N-bromosuccinimide or 1-chlorobenzotriazole, result in deacylation to give 3,6(7)-dibromo- and 3-chloropyrazolo[1,5-a]benzimidazoles. The mono- and trihaloketones obtained have been used to prepare the corresponding aminoketones, the 3-carboxylic acid, and its derivatives.
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G. V. Kovalev, V. A. Anisimova, A. M. Simonov, S. M. Gorman, V. I. Petrov, I. N. Tyurenkov, and Yu. K. Fomin, Khim.-farm. Zh., No. 8, 57 (1979).
A. C. White and R. M. Black, Brit. Pat. No. 1 476 946; Ref. Zh. Khim., 60157P (1978).
M. A. Khan, V. L. Ribeiro, and T. Lucia, Heterocycles, No. 7, 979 (1977).
M. A. Khan and V. L. Ribeiro, Monatsh. Chem., 114, 425 (1983).
V. V. Kuz'menko, V. N. Komissarov, and A. M. Simonov, Khim. Geterotsikl. Soedin., No. 6, 814 (1980).
Y. Hatanaka, R. M. Keefer, and L. J. Andrews, J. Am. Chem. Soc., 87, 4280 (1965).
T. A. Kuz'menko, V. A. Anisimova, N. U. Avdyunina, and A. M. Simonov, Khim. Geterotsikl. Soedin., No. 4, 522 (1978).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 43–48, January, 1988.
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Kuz'menko, T.A., Kuz'menko, V.V. & Simonov, A.M. 3-α-Halocarbonyl derivatives of pyrazolo[1,5-a] benzimidazole and their reactions. Chem Heterocycl Compd 24, 36–40 (1988). https://doi.org/10.1007/BF00475562
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DOI: https://doi.org/10.1007/BF00475562