Containing 1,2,3-thiadiazole group (trans)-β-farnesene analogue and its preparation method and application

A technology of thiadiazolyl and farnesene, applied in plant antiviral, 1,2,3-thiadiazole group-β-farnesene analogs and their preparation, pest control, and sterilization field, it can solve the problems of limiting field aphid control, poor stability, and easy volatility, and achieve the effect of simple and easy preparation method, improved stability, and large molecular weight
CN104829555BInactive Publication Date: 2017-11-14CHINA AGRI UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
CHINA AGRI UNIV
Publication Date
2017-11-14
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention relates to a (cis)-beta-farnesene analog containing a 1,2,3-thiadiazole group, a preparation method and applications thereof, and belongs to the field of organic synthesis. The 1,2,3-thiadiazole group containing (cis)-beta-farnesene analogs with different substituents are obtained through the condensation reactions among geraniol, geranylamine / substituted geranylamine, and 4-R1-1,2,3-thiadiazole-5-formic acid; and then the analogs are separated and purified by silica gel column chromatography to obtain a compound represented by the formula I. The provided synthesis method has the advantages of simple operation, easily-available raw materials, and difficulty in generating harmful byproducts, and moreover, the target compound is more stable than cis-(beta)-farnesene. The provided analog has multiple bioactivities, analog with a high dosage can kill aphid, analog with a low dosage can repel aphid, at the same time the analog can prevent tobacco mosaic virus and kill bacteria, and thus the analog is worth to develop.
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Description

technical field

[0001] The invention belongs to the field of organic chemical synthesis, and specifically relates to (trans)-β-farnesene analogues containing 1,2,3-thiadiazole groups and their preparation methods, and the use of such compounds in pest control, plant antivirus, application in sterilization. Background technique

[0002] Heterocyclic compounds have become the mainstream field of research and development of new pesticides, and nitrogen-containing heterocycles are the focus of research. According to statistics, about 70% of ultra-efficient pesticides are nitrogen-containing heterocycles (Chen, Q. et. al. Eur. J. Med. Chem. 2008, 43, 595.). Among them, 1,2,3-thiadiazole has a unique structure, good environmental compatibility and a wide range of biological activities, and is more and more favored by researchers, and reports on its biological activities are also increasing day by day. 1,2,3-Thiadiazole derivatives have various activities such as bactericidal, he...

Claims

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