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


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.


Organic Chemistry Anhydride Dicarboxylic Acid Maleic Anhydride Addition Product 
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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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