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Reaction of 2-(2-Azahetaryl)-4-chloro-3-oxobutyronitriles with Substituted Benzaldehyde Hydrazones. Unexpected Formation of 4-Arylideneamino-2-(1-R-benzimidazol-2-yl)-3-oxobutyronitriles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2-(2-azahetaryl)-3-oxo-4-chlorobutyronitriles with substituted benzaldehyde hydrazones gives 4-arylideneamino-2-(1-R-benzimidazol-2-yl)-3-oxobutyronitriles, the structures of which were proved using spectroscopic data, the results of elemental analysis, and through their chemical reactions. It was found that the reaction course depends on the basicity of the heterocyclic fragment in the starting nitrile. A likely mechanism for the process is proposed.

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Authors and Affiliations

  1. Taras Shevchenko University, Kiev, 252601, Ukraine

    Yu. M. Volovenko, A. V. Tverdokhlebov & T. A. Volovnenko

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  1. Yu. M. Volovenko
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  2. A. V. Tverdokhlebov
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  3. T. A. Volovnenko
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Volovenko, Y.M., Tverdokhlebov, A.V. & Volovnenko, T.A. Reaction of 2-(2-Azahetaryl)-4-chloro-3-oxobutyronitriles with Substituted Benzaldehyde Hydrazones. Unexpected Formation of 4-Arylideneamino-2-(1-R-benzimidazol-2-yl)-3-oxobutyronitriles. Chemistry of Heterocyclic Compounds 37, 876–884 (2001). https://doi.org/10.1023/A:1012407826196

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