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Synthesis Of Several Kinds Of Nitrogen Heterocyclic Compounds And Their Studys In Insecticidal Activity

Posted on:2014-09-06Degree:MasterType:Thesis
Country:ChinaCandidate:G Z LiFull Text:PDF
GTID:2251330425496922Subject:Organic Chemistry
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Heterocyclic compounds have attached great importance of the pesticide industry chemical workers generally because of the high biological activity. In recent years, the study of nitrogen compounds especially the pyrazole compounds has become a hot topic in today’s pesticide research and development. Pyrazole compounds have wide range of uses in dye medicine conductance reagent、fluorescent materials Medicine conductance reagent for the reason which has the characteristic such as high-efficiency, and pyrazole ring substituent has very high activity. Consequently, pyrazole compounds have gradually become one of the main structure of the new pesticide research.Based on pyrazole compounds have very highly active characteristic, a kind of pyrazole compounds named5-amino-3-chloro-l-methyl pyrazole4-carboxylicacid was synthetized. and a class of structurally similar to chlorine worm benzamide (commodity name Kang Kuan) amide compounds were also prepared, through the acylation reaction of the halogenated1-(3-chloro pyridine-2-pyridyl)-1H-pyrazole-5-formyl chloride and pyrazole compounds. By preliminary test, this kind of compound has good insecticidal activity, the pesticides has the potential applications of specific contents are as follows.First,using ethoxy-methane-cyanide ethyl acetate and methyl hydrazine(42%) as raw materials, ethanol(95%) as the solvent,5-amino-l-methyl5pyrazole-4carboxylic acid ethyl ester was synthetized in85℃water bath with refluxing, then sulphone chloride as chlorinating agent, acetonitrile as the solvent, heating reflux preparation of5-amino-3-chloro-l-methyl pyrazole carboxylic acid ethyl ester, and then to hydrolysis acidification, the final to synthesis intermediate5-amino-3-chloro-l-methyl pyrazole carboxylic acid. And its melting point measurement, infrared spectroscopy, nuclear magnetic resonance hydrogen spectrum characterization to investigates the physical quality of the reactant ratio of temperature effects on the yield. Second,8kinds of pyrazole amide derivatives were prepared form acylation reaction between5-amino-3-chloro-l-methyl pyrazole carboxylic acid and six kinds of halogcnatcd1-(3-chloro pyridine-2-pyridyl)-ⅠⅡ-pyrazole-5-formyl chloride derivatives, as well as3-bromine-1-(3-chloro pyridine-2-pyridyl)-1H-pyrazole-5-formyl chloride with thiosemicarbazide o-phenylendiamine. And detect its insecticidal activity, the compound has good insecticidal activity.Third,use materialsl-methyl-3-(trifluoromethyl)-1H-pyrazole yl-4-formicacid and o-phenylenediamine for the synthesis of2-(1-methyl-3-(trifluoromethyl)-1H-pyrazole y14-yl)-1H-benzimidazole method route and operating conditions in high yields.The products were characterized by using infrared spectroscopy (FT-IR), nuclear magnetic resonance spectroscopy (1H NMR).
Keywords/Search Tags:pyrazole compounds, acylation reaction, pesticide, Chlorantraniliprole, Insecticidal activity
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