2, 5-substituent-1, 3, 4-oxadiazole thioether derivative, preparation method and application thereof

A technology of oxadiazole sulfide and oxadiazole, which is applied in the direction of chemicals, biocides, and nematicides for biological control, can solve the problems of lack of chemical control agents and effective control, and achieve good inhibitory activity , low production cost and simple preparation process

Active Publication Date: 2016-11-30
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there is a lack of effective chemical control agents for plant bacterial diseases, which makes it di

Method used

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  • 2, 5-substituent-1, 3, 4-oxadiazole thioether derivative, preparation method and application thereof
  • 2, 5-substituent-1, 3, 4-oxadiazole thioether derivative, preparation method and application thereof
  • 2, 5-substituent-1, 3, 4-oxadiazole thioether derivative, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0047] The preparation method of 2-(4-chlorophenylthio)methyl-5-methylthio-1,3,4-oxadiazole comprises the following steps:

[0048] (1) Synthesis of 4-chlorophenylthioacetylhydrazide

[0049]

[0050] 4-Chlorothiophenol (0.01 mol) and absolute ethanol (20 mL) were put into a 25 mL three-necked flask, and ethyl chloroacetate (0.012 mol) was slowly added dropwise at room temperature, and reacted at room temperature for 6 h, followed by TLC. After the reaction was completed, hydrazine hydrate (0.012 mol) was slowly added dropwise, and then refluxed for 8 h. The reaction was tracked by TLC. Excess ethanol was removed under reduced pressure, and the intermediate 4-chlorophenylthioacetylhydrazide was obtained by recrystallization from ethanol.

[0051] (2) Synthesis of 2-mercapto-5-(4-chlorophenylthio)methyl-1,3,4-oxadiazole

[0052]

[0053] Add the prepared 4-chlorophenylthioacetylhydrazide (0.01 mol), potassium hydroxide (0.012 mol), absolute ethanol (10 mL), and water (5 ...

Embodiment 2

[0058] The preparation method of 2-((4-fluorophenylthio)methyl)-5-ethylthio-1,3,4-oxadiazole comprises the following steps:

[0059] Steps (1)~(2) are with embodiment 1;

[0060] The difference between step (3) and embodiment 1 step (3) is: adding diethyl sulfate instead of dimethyl sulfate.

Embodiment 3

[0062] The preparation method of 2-((4-fluorophenylthio)methyl)-5-benzylthio-1,3,4-oxadiazole comprises the following steps:

[0063] Steps (1)~(2) are with embodiment 1;

[0064] The difference between step (3) and step (3) of embodiment 1 is: adding benzyl chloride instead of dimethyl sulfate.

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Abstract

The invention discloses a chalcone derivative containing 1, 1-dichloropropene, a preparation method and application thereof. The derivative has a general formula (I) shown as the specification, wherein R1 is selected from 4-chlorphenyl, 4-fluorophenyl, benzyl, 4-chlorobenzyl and other substituents; R2 is selected from methyl, ethyl, benzyl, 4-chlorobenzyl, ethyl acetate and other substituents. The derivative provided by the invention has the characteristics of simple structure, simple preparation process and low production cost, and has good activity to rice bacterial leaf blight, rice baeterial leaf streak pathogens and caenorhabditis elegans.

Description

technical field [0001] The present invention relates to the technical fields of chemical engineering and pesticides, in particular to a 2,5-substituent-1,3,4-oxadiazole sulfide derivative, and also to the 2,5-substituent-1, A preparation method of 3,4-oxadiazole sulfide derivatives, and its application in the prevention and treatment of crop bacterial diseases, nematode diseases and the like. Background technique [0002] The status of pesticides is extremely important in ensuring agricultural production. In recent years, crop bacterial and nematode diseases in agricultural production have shown the characteristics of high frequency, severe damage, wide occurrence range, and difficult prevention and control. In addition, the control effect of conventional pesticides is not ideal. Factors such as increased disease resistance, excessive residues of agricultural products, etc. have caused huge economic losses to agricultural production. In view of the current major agricultu...

Claims

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Application Information

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IPC IPC(8): C07D271/113A01P5/00A01P1/00
CPCC07D271/113
Inventor 宋宝安李培杨松胡德禹薛伟金林红田平义陈学文陈永中高嫚妮宋贤鹏
Owner GUIZHOU UNIV
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