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(E)-1-aryl-5-phenyl-2-alkene-1-pentanone compounds and synthesis and application thereof

A compound, aryl ethyl ketone technology, applied in (E)-1-aryl-5-phenyl-2-ene-1-pentanone compound and its synthesis and application fields, can solve the problem of unclear active ingredients and other problems, to achieve the effect of simple product purification method, simple chemical structure and simple preparation method

Inactive Publication Date: 2010-08-04
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Stellera chamaejasme (Stellera chamaejasme L.) is a plant of the genus Stellera chamaejasme. A long time ago, people discovered that the root of Stellera chamaejasme can be used to make biological pesticides—plant insecticides, which have the functions of contact killing, stomach poisoning, and fumigation. It can effectively control cabbage caterpillar, aphid, soybean borer, cotton red spider, night thief, pine moth, pine caterpillar, pine sawfly, etc., but the active ingredients are not clear, and mainly focus on the research of ethanol extract

Method used

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  • (E)-1-aryl-5-phenyl-2-alkene-1-pentanone compounds and synthesis and application thereof
  • (E)-1-aryl-5-phenyl-2-alkene-1-pentanone compounds and synthesis and application thereof
  • (E)-1-aryl-5-phenyl-2-alkene-1-pentanone compounds and synthesis and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of 2-bromo-1-(pyridin-2-yl)ethanone, its synthetic route is as follows:

[0031]

[0032] Put 2-acetylpyridine (18.15 g, 0.15 mol) in a 250 ml three-neck flask, add 100 ml of diethyl ether, and stir well. Bromine (24 g, 0.15 mol) was slowly added dropwise from the dropping funnel, and after the dropwise addition was completed, it was stirred at room temperature for 2 h. 80ml of water was added, the organic phase was separated, washed with saturated brine, dried over anhydrous magnesium sulfate, and 24.54g of white blocky crystals were recrystallized from absolute ethanol. Yield 82.2%.

Embodiment 2

[0033] Embodiment 2: the preparation of (2-oxygen-2-(pyridin-2-yl) ethyl) triphenylphosphine bromide, its synthetic route is as follows:

[0034]

[0035]Put triphenylphosphine (2.62g, 10mmol) in a 250ml three-neck flask, add 100ml THF, and heat to reflux. A THF solution of 2-bromo-1-(pyridin-2-yl)ethanone (1.99 g, 10 mmol) was added dropwise. After completion, the reaction system was refluxed for 4h. Cool to room temperature, filter, and wash with anhydrous ether to obtain 2.02 g of white powder. Yield 45.7%.

Embodiment 3

[0036] Embodiment 3: the preparation of phosphine, its synthetic route is as follows:

[0037]

[0038] Put (2-oxo-2-(pyridin-2-yl)ethyl)triphenylphosphine bromide (2.02g, 4.38mmol) in a 250ml three-necked flask, add 30ml methanol, 30ml water, stir to dissolve . Another 60 ml of 2N aqueous sodium hydroxide solution was added. Stir overnight at room temperature. It was extracted with chloroform, and the organic layer was washed with saturated brine. Dry over anhydrous sodium sulfate. Filtration and rotary evaporation gave 1.21 g of white powder with a yield of 72.4%.

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Abstract

The invention discloses (E)-1-aryl-5-phenyl-2-alkene-1-pentanone compounds and the synthesis and application thereof. The structural formula of the compounds is shown as a formula I, wherein X is shown in the specification of the invention and R is F, Cl, Br, CH3O, C2H5O, NO2, C2H5 and CH3. The compounds have the advantages of simple structure and simple and feasible preparation method. The compound with the formula I has the favorable effect of preventing and controlling tetranychus cinnabarinus and has practical application values in agricultural production.

Description

technical field [0001] The invention relates to an (E)-1-aryl-5-phenyl-2-ene-1-pentanone compound, a preparation method thereof and the application of the compound in preventing and controlling agricultural pests. Background technique [0002] It has become an important strategy to create new pesticides by making full use of active ingredients in natural products with good biological activity as a guide for structural optimization. The new drugs created under the guidance of this strategy have the characteristics of rapid action while retaining the environmental friendly characteristics of natural products, so they have good application and development prospects. [0003] Stellera chamaejasme (Stellera chamaejasme L.) is a plant of the genus Stellera chamaejasme. A long time ago, people discovered that the root of Stellera chamaejasme can be used to make biological pesticides—plant insecticides, which have the functions of contact killing, stomach poisoning, and fumigation. ...

Claims

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Application Information

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IPC IPC(8): C07D213/50C07D307/46C07D333/22C07C49/84C07C45/74C07C49/813C07C49/796C07C205/45C07C201/12A01N43/40A01N43/08A01N43/10A01N35/04A01P7/02
Inventor 凌云杨绍祥杨新玲孙玉凤孙亮芦园园
Owner CHINA AGRI UNIV
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