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Chemistry of Heterocyclic Compounds

, Volume 15, Issue 4, pp 429–432 | Cite as

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

  • G. K. Lebedeva
  • I. Ya. Kvitko
  • A. V. El'tsov
Article
  • 44 Downloads

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.

Keywords

Organic Chemistry Anhydride Dicarboxylic Acid Maleic Anhydride Addition Product 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • G. K. Lebedeva
    • 1
  • I. Ya. Kvitko
    • 1
  • A. V. El'tsov
    • 1
  1. 1.Lensovet Leningrad Technological InstituteLeningrad

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