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Quantum-chemical Analysis of the Recyclization Paths of 2-Phenacyl-1H-benzimidazole Phenylhydrazone

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Abstract

Quantum-chemical calculations of the recyclization of 2-phenacyl-1H-benzimidazole phenylhydrazone to a pyrazole compound agree with the experimental data. The transformation is impossible during heating and acid catalysis but does occur under the conditions of acylation. It takes place through the selective formation and spontaneous intramolecular rearrangement of the corresponding N-acylbenzimidazolium salt.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmans'ka Vul., 02094, Kyiv, Ukraine

    A. M. Nesterenko, A. Ya. Il'chenko, I. B. Dzvinchuk & M. O. Lozinskii

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  1. A. M. Nesterenko
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  2. A. Ya. Il'chenko
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  3. I. B. Dzvinchuk
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  4. M. O. Lozinskii
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Nesterenko, A.M., Il'chenko, A.Y., Dzvinchuk, I.B. et al. Quantum-chemical Analysis of the Recyclization Paths of 2-Phenacyl-1H-benzimidazole Phenylhydrazone. Theoretical and Experimental Chemistry 40, 209–213 (2004). https://doi.org/10.1023/B:THEC.0000041804.43668.fd

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  • DOI: https://doi.org/10.1023/B:THEC.0000041804.43668.fd

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