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Tautomeric Forms of 3-Formyl- 4-Hydroxycoumarin Arylhydrazones

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Chemistry of Heterocyclic Compounds Aims and scope

Tautomeric forms of 3-formyl-4-hydroxycoumarin arylhydrazones were studied by 1H and 13C NMR spectroscopy, as well as X-ray structural analysis. These compounds were shown to exist primarily in the 4-hydroxycoumarin form both in DMSO solution, as well as in gas phase; the chroman-2,4-dione form was a minor component. According to X-ray structural analysis data, solid 3-formyl-4-hydroxycoumarin phenylhydrazone exists in the 4-hydroxycoumarin form.

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The authors would like to express their gratitude to Candidate of Chemical Sciences O. S. Anisimova for the consultations regarding the interpretation of mass spectra.

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Authors and Affiliations

  1. D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow, 125147, Russia

    V. S. Lebedev, B. G. Milevskii, N. P. Solov’eva, T. A. Chibisova & V. F. Traven

  2. Institute of Problems of Chemical Physics, 1 Akademika Semenova Ave., Chernogolovka, 142432, Russia

    O. N. Kazheva, O. A. Dyachenko & G. G. Alexandrov

Authors
  1. V. S. Lebedev
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  2. B. G. Milevskii
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  3. N. P. Solov’eva
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  4. T. A. Chibisova
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  5. O. N. Kazheva
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  6. O. A. Dyachenko
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  7. G. G. Alexandrov
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  8. V. F. Traven
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Correspondence to V. F. Traven.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1174-1182, August, 2014.

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Lebedev, V.S., Milevskii, B.G., Solov’eva, N.P. et al. Tautomeric Forms of 3-Formyl- 4-Hydroxycoumarin Arylhydrazones. Chem Heterocycl Comp 50, 1081–1089 (2014). https://doi.org/10.1007/s10593-014-1567-3

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  • DOI: https://doi.org/10.1007/s10593-014-1567-3

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