Synthesis and crystal structure of some 3,5-pyrazolidinediones

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 derivativ...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 46; no. 4; pp. 426 - 437
Main Authors Metwally, Saoud A. M, Abdel Moneim, Maisa I, Elossely, Yasser A, Awad, Radwa I, Abou-Hadeed, Khaled
Format Journal Article
LanguageEnglish
Published Boston Boston : Springer US 01.08.2010
Springer US
Springer Nature
Springer
Subjects
3,5-pyrazolidinediones
Acetic acid
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Crystals
Organic acids
Organic Chemistry
Pharmacy
Physical Sciences
Science & Technology
Structure
X-ray diffraction
X-ray crystallography
3,5-pyrazolidinediones
IN-VITRO
PHENYLBUTAZONE
FLUNIXIN
BLOOD
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Summary: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.
Bibliography:http://dx.doi.org/10.1007/s10593-010-0527-9
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-010-0527-9