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Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines

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Abstract

Claisen–Schmidt-type aldol-crotonic condensation of 3-acetyl-5-nitropyridine derivatives with various aromatic aldehydes was used for the preparation of pyridylchalcones. Cyclization of the latter with hydrazine hydrate in acetic acid afforded the corresponding N-acetyl derivatives of 4,5-dihydro-1H-pyrazole.

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Acknowledgements

The reported study was funded by RFBR, project number 19-03-00376. Spectrophotometric studies were performed on the basis of the Research Resource Center “Natural Resource Management and Physico-Chemical Research” Institute of Chemistry, Tyumen State University (with the financial support of the Ministry of Science and Higher Education of the Russian Federation (contract no. 05.594.21.0019, unique identification number RFMEFI59420X0019)).

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Authors and Affiliations

  1. Institute of Chemistry, Tyumen State University, 15a Perekopskaya St., Tyumen, 625003, Russia

    Alena L. Stalinskaya, Daria F. Weber & Ivan V. Kulakov

  2. Sh. Ualikhanov Kokshetau State University, 76 Abaya St, Kokshetau, 020000, Kazakhstan

    Tulegen M. Seilkhanov

Authors
  1. Alena L. Stalinskaya
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  2. Daria F. Weber
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  3. Tulegen M. Seilkhanov
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  4. Ivan V. Kulakov
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Correspondence to Ivan V. Kulakov.

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Stalinskaya, A.L., Weber, D.F., Seilkhanov, T.M. et al. Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines. Monatsh Chem 152, 337–343 (2021). https://doi.org/10.1007/s00706-021-02751-5

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  • DOI: https://doi.org/10.1007/s00706-021-02751-5

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