Summary
The nitro group in 4-nitroimidazo[4,5-c]pyridin-2-ones is rather labile and may be replaced upon heating with hydrohalic acids to give the corresponding 4-halides. A methyl group at N(3) leads to a sharp increase in the lability of the nitro group, but the isomeric 5-vitro derivatives do not react with hydrobromic or hydrochloric acids. Some reactions and transformations of 4-chloroimidazo[4,5-clpyridin-2-one are examined.
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Translated from Khimiya Getcrotsiklichcskikh Soedinenii, No. 8, pp. 1071-1075, August, 1994.
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Yutilov, Y.M., Svertilova, I.A. Synthesis and properties of 4-haloimidazo[4,5-c]pyridin-2-ones. Chem Heterocycl Compd 30, 923–927 (1994). https://doi.org/10.1007/BF01165030
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DOI: https://doi.org/10.1007/BF01165030