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Study On The Synthetic Technology And Biologocal Activity Of Novel Chlorantraniliprole Compounds

Posted on:2014-06-10Degree:MasterType:Thesis
Country:ChinaCandidate:S K GaoFull Text:PDF
GTID:2381330488996416Subject:Organic Chemistry
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Chlorantraniliprole is a pesticide with new insecticidal mechanism,who is developed by DuPont,acts on Ryanodine Receptor as the Target.It has some characteristics of a high insecticidal activity,a broad insecticidal range,lasting effection,low-dose using.Especially,It can show the excellent low toxicity and environmental compatibility.It has completely solved the agricultural problem of the prevention of lepidopteran pests.The research subjects that the process improvement of Chlorantraniliprole,the creation of new derivatives,efficient formulation research have become a global research hotspot of research institutes.In this paper,we have access to a large amount of literature and use of analog synthesis method.In the process of molecular designing,we have modified and replaced the benzene part of the original structure.We respectively use 3,5-dichloro-N-methyl-2-methylaminobenzamide,5-bromo-N-methyl-2-methylaminob enzamide and 5-ami no-3-cyano-l-(2,6-dichloro-4-trifluoromethyl-phenyl)-pyrazolo instead of the original 2-amino-5-chloro-N,3-dimethyl-benzamide.We use the reaction of an amino group with an acid chloride group and have successfully created three new series of Chlorantraniliprole derivatives.(?)This paper discusses the feasibility of chlorination and bromination of the key intermediates(2-methylaminobenzoate).We have conducted a preliminary process improvement.The obtained compounds were purified by column chromatography.We get structural characterization of the samples by using GC-MS,EA,IR,and 1HNMR.We can verify the correctness of the structure.Finally,we have confirmed the high biological activity of some of these compounds by expanding the biological activity test.They have the potential development value as a new type of insecticide.
Keywords/Search Tags:Chlorantraniliprole, chlorination, bromination, analog synthesis, biological activity
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