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The Study On Synthesis Of Novel Pyrazole Derivatives

Posted on:2007-04-21Degree:MasterType:Thesis
Country:ChinaCandidate:Y J MaFull Text:PDF
GTID:2121360185966138Subject:Organic Chemistry
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Heterocyclic compounds as medicines and pesticides have been developed most quickly in recent years and have become the new trend. Both crude and artificial heterocyclic compounds are all very important in medicines and pesticides'research. And in these heterocyclic compounds, more and more attentions have been paid to pyrazole derivatives because of their multifunction and efficacy. Pyrazole derivatives can treat many disease. And they can be made for pesticides,herbicides,acaricides,ect. So, pyrazole druggery will be researched and explorded in many fields in the future. Additionally, the heterocyclic compounds with 1,3,4-oxadiazoles and 1,3-thiazolidinones have significant biological activities as fungicides, insecticides, bactericides, antiviral, antibacterial etc. Carbohydrates are useful molecules to creatures and play important role in metabolizability.In view of those observation and expect to realize the enhancement of many physiological activities, by means of combining pyrazole with thiadiazole and oxadiazole, many new bi-heterocyclic compounds of pyrazoles were obtained.N-glycosyl-N′-(1-phenyl-3-arylpyrazole-4-ylmethyleneamino)thioureas were obtained from the reaction of 1-phenyl-3-aryl-4-aldehyde pyrazole and glycosyl isothiocyanates,. The structure of intermediated and target compounds were conformed by elemental analysis, 1H NMR, IR and MS spectral date.This work is composed of the follows:1. Hypnone and hydrazine hydrate were used as the starting materials. A series of pyrazolaldehydes using Vilsmeier-Haak reaction in facile conditions. Then pyrazolaldehydes react with acyl hydrazine, and heat up and circumfluence in ice acetic acid. A series of 2-aryl-3-acetyl-5-(1-phenyl-3-arylpyrazol-4-yl)-1,3,4-oxadiazoles were synthesized.2. 1,3-thiazolidinones were synthesized by aldehyde hydrazone with mercaptoacetic acid.3. The glycosyl isothiocyanates reacted with anhydrous hydrazine and glycosyl aminothioureas were obtained. Then the glycosyl aminothioureas reacted with 4-formyl pyrazoles, a series of new N-glycosyl-N′-(1-phenyl-3-arylpyrazole-4-ylmethyleneamino)thioureas were synthesized.The innovations of the thesis are based on the follows:1. Synthesis of 15 new aldehyde hydrazone and 15 new 2-aryl-3-acetyl-5-(1-phenyl-3-arylpyrazol-4-yl)-1,3,4-oxadiazoles2. Synthesis of 15 new 3-arylacetylamido-2-(1-phenyl-3-arylpyrazol-4-yl)-1,3-thiazolidinones3. Synthesis of 10 new N-glycosyl-N′-(1-phenyl-3-arylpyrazol-4-ylmethyleneamino)thioureas...
Keywords/Search Tags:Vilsmeier-Haak reaction, 4-formyl pyrazole, 1,3,4-oxadiazoline, 1,3-thiazolidinone, glycosyl aminothiourea
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