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Synthesis and structure of Schiff bases derived from 3-formyl-4-hydroxycoumarin and diamines

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Chemistry of Heterocyclic Compounds Aims and scope

The mono- and diimine products from the condensation of 3-formyl-4-hydroxycoumarin and various diamines were synthesized. It was shown by 1H NMR and mass spectrometry that the obtained compounds in DMSO-d6 solution and in gas phase exist in the E- and Z-keto-enamine forms.

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Notes

  1. The designations of the s-cis/s-trans isomers refer to the mutual arrangement of the N(10)–H bond and the C(2')–NH2 fragment of the phenyl ring.

  2. The intensity was normalized against the signal of the H-5 proton (δ = 7.79-7.92 ppm, 2H).

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Authors and Affiliations

  1. D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow, 125047, Russia

    B. G. Milevskii, T. A. Chibisova, V. S. Lebedev, I. V. Ivanov & V. F. Traven

  2. Center of Drug Chemistry, 7 Zubovskaya St., Moscow, 119815, Russia

    N. P. Solov’eva & O. S. Anisimova

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

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1903-1915, December, 2012.

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Milevskii, B.G., Chibisova, T.A., Solov’eva, N.P. et al. Synthesis and structure of Schiff bases derived from 3-formyl-4-hydroxycoumarin and diamines. Chem Heterocycl Comp 48, 1781–1792 (2013). https://doi.org/10.1007/s10593-013-1209-1

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  • DOI: https://doi.org/10.1007/s10593-013-1209-1

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