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Reaction of 2-Aryl-4-Cyano-1,3-Oxazole-5-Sulfonyl Chlorides With 5-Amino-1H-Pyrazoles and 5-Amino-1H-1,2,4-Triazole

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of 2-aryl-4-cyano-1,3-oxazole-5-sulfonyl chlorides with 5-amino-3-R-1H-pyrazoles and 5-amino-1H-1,2,4-triazole gave 5-[(3-R-5-amino-1H-pyrazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbo- nitriles and 5-[(5-amino-1H-1,2,4-triazol-1-yl)sulfonyl]-2-aryl-1,3-oxazole-4-carbonitriles. The action of sodium hydride on these carbonitriles leads to the elimination of sulfur dioxide and cyclocondensation to give new heterocyclic systems, namely, [1,3]oxazolo[5,4-d]pyrazolo[1,5-a]-pyrimidine and [1,3]oxazolo[5,4-d][1,2,4]triazolo[1,5-a]pyrimidine.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Murmanska St., Kyiv, 02660, Ukraine

    A. N. Kornienko, S. G. Pil’o, A. P. Kozachenko, V. M. Prokopenko & V. S. Brovarets

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv, 02094, Ukraine

    E. B. Rusanov

Authors
  1. A. N. Kornienko
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  2. S. G. Pil’o
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  3. A. P. Kozachenko
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  4. V. M. Prokopenko
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  5. E. B. Rusanov
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  6. V. S. Brovarets
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Correspondence to V. S. Brovarets.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 84-95, January, 2014.

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Kornienko, A.N., Pil’o, S.G., Kozachenko, A.P. et al. Reaction of 2-Aryl-4-Cyano-1,3-Oxazole-5-Sulfonyl Chlorides With 5-Amino-1H-Pyrazoles and 5-Amino-1H-1,2,4-Triazole. Chem Heterocycl Comp 50, 76–86 (2014). https://doi.org/10.1007/s10593-014-1450-2

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  • DOI: https://doi.org/10.1007/s10593-014-1450-2

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