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Recyclization of 1,3-dialkyl-6-nitro-1H-imidazo[4,5-b]pyridine-2,5(3H,4H)-diones into imidazole derivatives

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Abstract

Treatment of 5-amino-1,3-dialkyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones with sodium nitrite in aqueous HCl gave 1,3-dialkyl-1H-imidazo[4,5-b]pyridine-2,5(3H,4H)-diones which were nitrated with potassium nitrate in sulfuric acid to 6-nitro derivatives, and the latter underwent recyclization into 4-amino-1,3-dialkyl-5-(1H-pyrazol-5-yl)-2,3-dihydro-1H-imidazol-2-ones by the action of hydrazine hydrate.

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Authors and Affiliations

  1. Litvinenko Institute of Physical Organic Chemistry and Coal Chemistry, National Academy of Sciences of Ukraine, ul. R. Lyuksemburg 70, Donetsk, 83114, Ukraine

    D. A. Lomov

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  1. D. A. Lomov
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Correspondence to D. A. Lomov.

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Original Russian Text © D.A. Lomov, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 1, pp. 58–60.

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Lomov, D.A. Recyclization of 1,3-dialkyl-6-nitro-1H-imidazo[4,5-b]pyridine-2,5(3H,4H)-diones into imidazole derivatives. Russ J Org Chem 52, 51–53 (2016). https://doi.org/10.1134/S1070428016010103

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  • DOI: https://doi.org/10.1134/S1070428016010103

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