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Study On Glycosidic Derivatives Of 1, 5-Diaryl-3-Hydroxypyrazoles

Posted on:2007-11-16Degree:MasterType:Thesis
Country:ChinaCandidate:H ShiFull Text:PDF
GTID:2121360212967981Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Nowadays, Heterocyclic compounds have been developed most quickly and have become the new trend in the development. Among them, pyrazole and its derivatives play an important part, exhibit better bioactivity and are becoming one kind of the most important leading structures in the fields of the organic synthesis. It is known that glucose existed in nature is an important monosaccharose which has a close connection with life phenomena. It has been proved to possess antitumor activities by being incorporated with other heterocyclic compounds. In this thesis, 1, 5-diaryl-3-pyrazilidinones, 1, 5-diaryl-3-hydroxypyrazoles and 3-(2, 3, 4, 6-tetraacetyl-β-D-glucopyranos-1-yl)-1, 5-diaryl-1H-pyrazoles are designed and synthesized.1, 5-diaryl-3-pyrzolidinones were obtained by condensation of 3-arylpropenates and phenylhydrazine or fluorophenylhydrazine under the catalysis of sodium methylate and the yields were about 55-80%. Their structures have been confirmed by elemental analysis, IR, 1H-NMR, single crystal analysis, which showed that the structures of these compounds were the same as desired. Furthermore, the single crystals of 5-(4-methoxylphenyl)-1-phenyl-3-pyrazolidinone (monoclinic, space group P2(1)/n), 5-(4-chlorophenyl)-1-phenyl-3-pyrazolidin(monoclinic, space group P2(1)/c), 5-(4-methoxylphenyl)-1-(4-fluorophenyl)-3-pyrazolidinone(monoclinic, space group P2(1)/c), 5-(4-methylphenyl)-1-phenyl-3-pyrazolidinone(triclinic, space group P-1) were obtained by slow evaporation of an ethanol solution and the crystal structures were characterized.1, 5-diaryalpyrazolidinones were oxidized by oxygen of air in DMF, catalyzed by ferrous chloride, which gained 1, 5-diaryl-1H-3-hydroxypyrazol.Their yields were about 85%. The structures of these products have been confirmed by elemental analysis, IR, 1H-NMR, which showed that the structures of these compounds were the same as desired. Furthermore, the mechanism of the reaction was studied by ReactIR...
Keywords/Search Tags:3-Arylpropenate, Bioactivity, Glycoside, Crystal structure 1, 5-Diaryl-1H-3-hydroxypyrazole, 1, 5-Diaryl-3-pyrazolidone
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