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Cycloaddition to aminomethylene derivatives of 1-phenyl-3-methylpyrazole-5-thione and 1-phenyl-3-methylpyrazole-5-selenone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Addition products — anhydrides of 1-phenyl-3-methyl-4-alkylamino-4,5,6-tetrahydrothio(seleno)pyrano-3, 2-pyrazole-5,6-dicarboxylic acids — were obtained by cycloaddition of maleic anhydride to aminomethylene derivatives of 1-phenyl-3-methylpyrazole-5-thione and 1-phenyl-3-methylpyrazole-5-selenone, while anhydrides of the corresponding dihydrothio(seleno)pyranopyrazoledicarboxylic acids were obtained by splitting out of an amine. The oxygen-containing analog does not undergo cycloaddition. An oxanol dye is formed from 1-phenyl-3-methyl-4-dimethylaminomethylene-5-pyrazolone, whereas the corresponding acyl derivative was isolated from the monomethyl derivatives.

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Authors and Affiliations

  1. Lensovet Leningrad Technological Institute, 198013, Leningrad

    G. K. Lebedeva, I. Ya. Kvitko & A. V. El'tsov

Authors
  1. G. K. Lebedeva
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  2. I. Ya. Kvitko
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  3. A. V. El'tsov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 527–529, April, 1979.

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Lebedeva, G.K., Kvitko, I.Y. & El'tsov, A.V. Cycloaddition to aminomethylene derivatives of 1-phenyl-3-methylpyrazole-5-thione and 1-phenyl-3-methylpyrazole-5-selenone. Chem Heterocycl Compd 15, 429–432 (1979). https://doi.org/10.1007/BF00471780

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  • DOI: https://doi.org/10.1007/BF00471780

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