Method for preparing quizalofop-p-ethyl

A technology for quizalofop-p-ethyl and dichloroquinoxaline is applied in the field of preparation of herbicide quizalofop-p-ethyl, which can solve the problems of refractory hydroquinone, low optical purity of quizalofop-p-ethyl, etc. , The effect of avoiding hydroquinone-containing sewage and relieving environmental pressure

Inactive Publication Date: 2008-12-31
SHANDONG CHAMBROAD HLDG GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This process mainly has the disadvantages that hydroquinone sewage is difficult to treat, and the optical purity of quizalofop-p-ethyl is not high

Method used

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  • Method for preparing quizalofop-p-ethyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Preparation of ethyl R(+)-2-(p-formylphenoxy)propionate

[0031] In the flask that thermometer, condenser, stirrer are housed, add 100ml acetonitrile, then add 12.2g (0.1mol) p-Hydroxybenzaldehyde, 40.8g (0.15mol) S (-)-ethyl p-toluenesulfonyl lactate, 25g of anhydrous potassium carbonate, heated to reflux reaction for 5h under stirring, cooled to room temperature, filtered, distilled out acetonitrile from the filtrate under reduced pressure, added toluene and water, separated the organic layer, then distilled under reduced pressure, collected at 130-140°C / 1mmHg fraction, obtain product 21.5g, content 98.3%, yield 95.2% (in p-hydroxybenzaldehyde).

Embodiment 2

[0033] Preparation of R(+)-2-(p-hydroxyphenoxy)ethyl propionate

[0034] In a flask equipped with a thermometer, a condenser and a stirrer, add 80ml of toluene, then add 22.2g (0.1mol) of R(+)-2-(p-formylphenoxy) ethyl propionate, 0.5g of molybdenum phosphate acid, add 32.5g of 35% peracetic acid dropwise under stirring at room temperature, after the addition, slowly raise the temperature to 50°C and stir for 2h, add 5g of water and stir for 1h, cool to room temperature, add 30g of water to wash, separate layers, and distill under reduced pressure The toluene was extracted to obtain 21 g of the product, the content was 93.8%, and the yield was 94.3%.

Embodiment 3

[0036] Preparation of R(+)-2-(p-hydroxyphenoxy)ethyl propionate

[0037] Operation is the same as Example 2, hydrogen peroxide replaces peracetic acid, the content is 93.2%, and the yield is 92.6%.

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Abstract

The invention relates to a preparation method for quizalofop-p-ethyl, in particular to a method which uses p-hydroxybenzaldehyde to replace the raw material hydroquinone used in the traditional technology and react with S (-)-N-tosyl ethyl lactate to prepare R (+)-2-(p-oxy) propionate which is then reacted with 2,6- dichloro-quinoxaline to prepare high-purity quizalofop-p-ethyl through condensation.

Description

technical field [0001] The invention relates to a method for preparing the original herbicide quizalofop-p-ethyl. Background technique [0002] Quizalofop-p-ethyl is a post-emergence herbicide in dry fields, which can effectively control grass weeds in broad-leaved crops such as soybeans, peanuts, cotton, potatoes, mung beans, watermelons, and rapeseed. In the prior art, quizalofop-p-ethyl is mainly prepared by condensing hydroquinone with 2,6-dichloroquinoxaline, and then reacting with S(-)-ethyl p-toluenesulfonyl lactate. The process mainly has the disadvantages that hydroquinone sewage is difficult to treat and the optical purity of quizalofop-p-ethyl is not high. Contents of the invention [0003] The object of the present invention is to seek a kind of method for preparing high-purity quizalofop, avoids producing the sewage containing hydroquinone simultaneously. [0004] Its main technical scheme is: react p-hydroxybenzaldehyde with S(-)-ethyl p-toluenesulfonyl lac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/44
Inventor 马韵升史庆苓樊其艳吴文雷郑耀光
Owner SHANDONG CHAMBROAD HLDG GRP CO LTD
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