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Synthesis of 3-nitro-4-amino- and 3,4-diaminothiocoumarins

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Nitration of 4-hydroxythiocoumarin gave 3-nitro-4-hydroxythiocoumarin, which was converted to 3-nitro-4-chlorothiocoumarin by the action of phosphorus oxychloride in dimethylformamide. The corresponding 3-nitro-4-aminothiocoumarins were synthesized by reaction of 3-nitro-4-chlorothiocoumarin with ammonia or amines. The 3-nitro-4-aminothiocoumarins were hydrogenated in alcohol over Raney nickel to give 3,4-diaminothiocoumarins. Theβ-aminovinylcarbonyl form of the 4-substituted 3-aminothiocoumarins was established on the basis of the UV, IR, and PMR spectra.

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Literature cited

  1. V. L. Savel'ev, T. G. Afanas'eva, and V. A. Zagorevskii, Khim. Geterotsikl, Soedin., No. 4, 560 (1976).

    Google Scholar 

  2. W. Asker, M. H. Elnagdi, and S. M. Fahmy, J. Prakt. Chem.,313, 715 (1971).

    Google Scholar 

  3. W. D. Cotterill, C. J. France, R. Livingstone, and J. R. Atkinson, J. Chem. Soc., Perkin Trans. I, No. 6, 817 (1972).

    Google Scholar 

  4. G. Peinhardt and L. Reppel, Pharmazie,28, 729 (1973).

    Google Scholar 

  5. V. L. Savel'ev, O. S. Artamonova, V. S. Troitskaya, V. G. Vinokurov, and V. A. Zagorevskii, Khim. Geterotsikl. Soedin., No. 7, 885 (1973).

    Google Scholar 

  6. E. Ziegler and O. Junek, Monatsh.,86, 29 (1955).

    Google Scholar 

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Authors and Affiliations

  1. Institute of Pharmacology, Academy of Medical Sciences of the USSR, 125315, Moscow

    V. L. Savel'ev, T. G. Afanas'eva & V. A. Zagorevskii

Authors
  1. V. L. Savel'ev
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  2. T. G. Afanas'eva
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  3. V. A. Zagorevskii
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Additional information

See [1] for our preliminary communication.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 43–47, January, 1978.

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Savel'ev, V.L., Afanas'eva, T.G. & Zagorevskii, V.A. Synthesis of 3-nitro-4-amino- and 3,4-diaminothiocoumarins. Chem Heterocycl Compd 14, 33–36 (1978). https://doi.org/10.1007/BF00635938

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  • DOI: https://doi.org/10.1007/BF00635938

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