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Alkyl-2,3-dibromo-3-nitroacrylates in the reactions with substituted hydrazines

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On the 100th anniversary of V.V. Perekalin

Abstract

The interaction of alkyl 2,3-dibromo-3-nitroacrylates with aroylhydrazines at room temperature or with 2,4-dinitrophenylhydrazine under reflux gives the corresponding 2-aroyl(aryl)hydrazono-3-bromo-3-nitropropanoates. Refluxing of ethyl 2,3-dibromo-3-nitroacrylate with a fourfold excess of benzoylhydrazine results in ethyl-2,3-bis(benzoylhydrazono)propanoate. The structure of compounds obtained has been proved by IR, 1H NMR, 13C-{1H} NMR, and electron spectroscopy methods.

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Correspondence to K. S. Kovalenko.

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Original Russian Text © S.V. Makarenko, K.S. Kovalenko, V.M. Berestovitskaya, M.M. Zobacheva, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1526–1533.

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Makarenko, S.V., Kovalenko, K.S., Berestovitskaya, V.M. et al. Alkyl-2,3-dibromo-3-nitroacrylates in the reactions with substituted hydrazines. Russ J Gen Chem 83, 1744–1750 (2013). https://doi.org/10.1134/S1070363213090193

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  • DOI: https://doi.org/10.1134/S1070363213090193

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