Chemistry of Heterocyclic Compounds

, Volume 46, Issue 4, pp 426–437

Synthesis and crystal structure of some 3,5-pyrazolidinediones

  • Saoud A. M. Metwally
  • Maisa I. Abdel Moneim
  • Yasser A. Elossely
  • Radwa I. Awad
  • Khaled Abou-Hadeed
Article

Syntheses of various derivatives of 3,5-pyrazolidenedione are reported. This includes 4-arylidene (alkylidene or aralkylidene)-3,5-pyrazolidinediones, which on epoxidation gave unreported oxiranes. The syntheses of these derivatives were based on either the Knoevenagel reaction of carbonyl derivatives with 3,4-pyrazolidinedione or cyclization of arylidene (alkylidene) malonic acid hydrazide with glacial acetic acid. 4-Arylazo-3,5-pyrazolidinedione derivatives were also prepared by coupling of aryldiazonium salts with 3,5-pyrazolidinedione or cyclization of arylazomalonic acid hydrazide. Reduction of 4-benzylidene derivatives gave the corresponding benzyl derivatives. The structure of the new products was confirmed by elemental and spectral analyses and X-ray crystallography.

Keywords

3,5-pyrazolidinediones X-ray crystallography 

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Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  • Saoud A. M. Metwally
    • 1
  • Maisa I. Abdel Moneim
    • 1
  • Yasser A. Elossely
    • 1
  • Radwa I. Awad
    • 2
  • Khaled Abou-Hadeed
    • 3
  1. 1.Chemistry DepartmentAssiut UniversityAssiutEgypt
  2. 2.Forensic Medicine LaboratoriesAssiutEgypt
  3. 3.Institute of Organic ChemistryUniversity of ZurichZurichSwitzerland

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