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Synthesis of 5-hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles and their splitting into β-triazolyl- and β-pyrazolylacrylic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5-Hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles were synthesized. By the action of benzenesulfonyl chloride in an alkaline medium, only 5-hydroxy-4-nitroso-2-phenyl-benzotriazole and 1-methyl-6-hydroxy-7-nitrosoindazole split into 5-carboxyvinyl-2-phenyl-4-cyano-1,2,3-triazole- and β-(1-methyl-5-cyano-4-pyrazolyl)acrylic acid, respectively, while the fragmentation under electron impact proceeds by another scheme.

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Authors and Affiliations

  1. Z. Yanushkyavichyus. Scientific-Research Institute of Physiology and Pathology of the Cardiovascular System, 233007, Kaunas

    A. P. Stankyavichyus, P. B. Terent'ev, V. A. Bolotin, V. V. Lashin & I. M. Rakhimi

  2. M. V. Lomonosov Moscow State University, 117234, Moscow

    A. P. Stankyavichyus, P. B. Terent'ev, V. A. Bolotin, V. V. Lashin & I. M. Rakhimi

  3. Institute of Physics, Academy of Sciences of the Lithuanian SSR, Vil'nyus

    A. P. Stankyavichyus, P. B. Terent'ev, V. A. Bolotin, V. V. Lashin & I. M. Rakhimi

Authors
  1. A. P. Stankyavichyus
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  2. P. B. Terent'ev
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  3. V. A. Bolotin
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  4. V. V. Lashin
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  5. I. M. Rakhimi
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 491–498, April, 1988.

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Stankyavichyus, A.P., Terent'ev, P.B., Bolotin, V.A. et al. Synthesis of 5-hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles and their splitting into β-triazolyl- and β-pyrazolylacrylic acids. Chem Heterocycl Compd 24, 403–409 (1988). https://doi.org/10.1007/BF00478859

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  • DOI: https://doi.org/10.1007/BF00478859

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