Chemistry of Heterocyclic Compounds

, Volume 4, Issue 6, pp 708–710 | Cite as

Synthesis of α, β-unsaturated diketones and derivatives of Δ2-pyrazoline derived from 2, 5-diacetylthiophene

  • S. V. Tsukerman
  • Lam Ngok Thiem
  • V. M. Nikitchenko
  • V. F. Lavrushin


The Claisen reaction of 2, 5-diacetylthiophene with various aromatic and heterocyclic aldehydes was utilized to prepare 15 new unsaturated diketones(diarylidene-2, 5-diacetylthiophenes). Most of them were characterized as their bis-2, 4-dinitrophenylhydrazones, for which λmax values in chloroform solution are given. The reaction of diarylidene-2, 5-diacetylthiophenes with phenylhydrazine. hydrochloride has given five 2, 5-bis(1′-phenyl-5′-R-Δ2-pyrazoline-3″-yl) thiophene showing strong luminescence. A method was developed for the synthesis of 2, 5-diacetylthiophene by the oxidation of 5-ethyl-2-acetothienone.


Oxidation Organic Chemistry Chloroform Aldehyde Hydrochloride 
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Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • S. V. Tsukerman
    • 1
  • Lam Ngok Thiem
    • 1
  • V. M. Nikitchenko
    • 1
  • V. F. Lavrushin
    • 1
  1. 1.Gor'kii Khar'kov State UniversityUSSR

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