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Synthesis and some transformations of 4H-pyrano[3,2-d]pyrazoles

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Chemistry of Heterocyclic Compounds Aims and scope

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Abstract

The ability of the amide carbonyl group of the pyrazolone ring to participate in the heterocyclization of oxopropyl-5-pyrazolones under the influence of polyphosphoric acid (PPA) or phosphorus polysulfide in dioxane with the formation of 4H-pyrano[ 3,2-d]pyrazole derivatives is demonstrated. Ionic hydrogenation of the pyranopyrazoles leads to 5,6-dihydropyrano[3,2-d]pyrazoles, while the action of phosphorus polysulfide in xylene leads to pyrazolo[5,4-b]thiapyrylium salts.

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Literature cited

  1. C. Bülow and F. Schaub, Chem. Ber., 41, 1945 (1908).

    Google Scholar 

  2. Y. Sato, Y. Shimoji, K. Endo, H. Nishino, H. Koike, and S. Kumakura, J. Pharm. Soc. Jpn., 98, 335 (1978).

    Google Scholar 

  3. M. A. Khon, M. C. Pagotto, and G. P. Ellis, Heterocycles, 6, 983 (1977).

    Google Scholar 

  4. G. Desimoni and G. Tacconi, Gazz. Chim. Ital., 98, 1329 (1968).

    Google Scholar 

  5. H. H. Otto and H. Schmelz, Arch. Pharm., 312, 478 (1979).

    Google Scholar 

  6. L. G. Sharanina, V. P. Marshtupa, and Yu. A. Sharanin, Khim. Geterotsikl. Soedin., No. 10, 1420 (1980).

    Google Scholar 

  7. J. Strating, J. H. Keijer, E. Molenar, and L. Brandsma, Angew. Chem., 74, 465 (1962).

    Google Scholar 

  8. V. G. Kharchenko, N. M. Yartsev, and N. I. Kozhevnikova, Zh. Org. Khim., 7, 1551 (1971).

    Google Scholar 

  9. V. G. Kharchenko, N. M. Yartseva, N. I. Kozhevnikova, and A. A. Rassudova, Zh. Org. Khim., 10, 99 (1974).

    Google Scholar 

  10. V. G. Kharchenko, L. V. Cherkesova, and K. V. Mityurina, Khim. Geterotsikl. Soedin., No. 1, 119 (1980).

    Google Scholar 

  11. A. T. Balaban, G. D. Mateescu, and M. Eliant, Tetrahedron, 18, 1083 (1962).

    Google Scholar 

  12. K. V. Mityurkina, V. G. Kharchenko, and L. V. Cherkesova, Khim. Geterotsikl. Soedin., No. 2, 245 (1981).

    Google Scholar 

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Authors and Affiliations

  1. N. G. Chernyshevskii Saratov State University, 410601, Saratov

    K. V. Mityurina, V. G. Kharchenko & L. V. Cherkesova

Authors
  1. K. V. Mityurina
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  2. V. G. Kharchenko
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  3. L. V. Cherkesova
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 317–320, March, 1982.

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Mityurina, K.V., Kharchenko, V.G. & Cherkesova, L.V. Synthesis and some transformations of 4H-pyrano[3,2-d]pyrazoles. Chem Heterocycl Compd 18, 237–239 (1982). https://doi.org/10.1007/BF00522118

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  • DOI: https://doi.org/10.1007/BF00522118

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