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Azolyl derivatives of nitrohalobutadienes: IV. Synthesis of 4-amino derivatives of 1-azolyl-1-arylamino-2-nitrotrihalo-1,3-butadienes

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Abstract

Reactions of l-(benzotriazol-l-yl)-l-(4-R-phenylamino)- and l-(3,5-dimethylpyrazol-l-yl)-l-(4-R-phenylamino)-2-nitro-3,4,4-trichloro-l, 3-butadienes and also l-(benzotriazol-l-yl)-l-(4-R-phenylamino)- and l-(3,5-dimethylpyrazol-l-yl)-l-(4-R-phenylamino)-2-nitro-4-bromo-3,4-dichloro-l,3-butadienes (R = EtO, MeO, Me) with amines proceed with replacement of the terminal chlorine in the trichlorovinyl group or of bromine in the bromodichlorovinyl group by an amine rest to yield the corresponding l-azolyl-4-amino-l-arylamino-2-nitro-3,4-dichloro-l,3-butadienes. When binucleophilic reagents (ethylenediamine and 2-aminoethanol) are used only one N-nucleophilic site of the nucleophile takes part in the reaction.

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, Belarusian Academy of Sciences, 220072, Minsk, Belarus

    V. I. Potkin, V. A. Zapol’skii, V. A. Knizhnikov & R. V. Kaberdin

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  1. V. I. Potkin
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  2. V. A. Zapol’skii
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  3. V. A. Knizhnikov
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  4. R. V. Kaberdin
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For communication III, see [1].

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Potkin, V.I., Zapol’skii, V.A., Knizhnikov, V.A. et al. Azolyl derivatives of nitrohalobutadienes: IV. Synthesis of 4-amino derivatives of 1-azolyl-1-arylamino-2-nitrotrihalo-1,3-butadienes. Russ J Electrochem 36, 877–883 (2000). https://doi.org/10.1007/BF02757449

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  • DOI: https://doi.org/10.1007/BF02757449

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