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Synthesis method of pyroxasulfone

A synthetic method, the technology of pyrazazone sulfone, which is applied in the field of synthesis of pyrazone sulfone, can solve the problems of many wastes in the preparation process, low yield and purity, high cost, etc., and achieve shortening of reaction time, product yield and The effect of high purity and easy recovery

Pending Publication Date: 2022-07-08
定远众邦生物工程有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] The purpose of the present invention is to provide a synthetic method of pyrazazole sulfone to solve the technical problems of high cost, many wastes in the preparation process, low yield and purity in the prior art

Method used

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  • Synthesis method of pyroxasulfone
  • Synthesis method of pyroxasulfone
  • Synthesis method of pyroxasulfone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] The preparation of embodiment 1 ionic liquid 4a

[0054]

[0055] 1) Add (8.2 g, 0.10 mol) 1-methylimidazole (1a) to a solution of 2-chloroethanol (7.4 ml, about 0.11 mol) in anhydrous toluene (50 mL), and stir at reflux temperature for 48 hours , the solvent was poured out and washed with ether, and the ionic liquid 2a was obtained after vacuum drying;

[0056] 2) Add (0.026mol) Ag to (8.1g, 0.05mol) aqueous solution of ionic liquid 2a at room temperature 2 WO 4 , after stirring for 1 h, the reaction mixture was filtered, the filtrate was concentrated, and vacuum-dried to obtain ionic liquid 3a in the form of a colorless liquid;

[0057] 3) Add 30 mL of dichloromethane to (2.5 g, 5 mmol) ionic liquid 3a, stir evenly, at room temperature, add (1.22 g, 10.5 mmol) chlorosulfonic acid dropwise to the above mixture within 10 minutes, and stir the reaction mixture After 30-60 minutes, the dichloromethane was removed and the mixture was washed with anhydrous dichloromet...

Embodiment 2-5

[0058] Example 2-5 Preparation of ionic liquids 4b-4e

[0059] With reference to the method of Example 1, ionic liquids 4b-4e were prepared respectively:

[0060]

Embodiment 6

[0061] The preparation of embodiment 6 sulfofenapyr

[0062]

[0063] In a 300ml three-necked flask, 80mL of methanol was added, and then 38.9g (0.1mol) of compound II was added. After stirring and dissolving, (1.32g, 2mmol) acidic ionic liquid 4a was added, and then (0.5mol) 30% hydrogen peroxide was added dropwise, and the reaction was stirred at room temperature. 3h. After the reaction finishes, dripping concentration is 10% sodium thiosulfate aqueous solution in the system to quench excessive hydrogen peroxide, filter, dry, obtain 40.2g white solid fenfenpyr I, yield 95.5%, use liquid chromatography ( LC) detected that the content of sulfofenapyr was 99.2%.

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Abstract

According to the pyroxasulfone synthesis method provided by the invention, the functionalized acidic ionic liquid is adopted to improve the oxidation capacity of hydrogen peroxide, so that pyroxasulfone can be prepared with high yield and high purity, the reaction only needs to be carried out at normal temperature, and the reaction time can be shortened to 2-3 hours.

Description

technical field [0001] The present invention relates to the technical field of herbicides, in particular to a method for synthesizing sulfofenazone. Background technique [0002] Trifenapyr is a pre-emergence soil treatment herbicide developed by Nippon Combi Chemicals and Nippon Anhara Chemical Co., Ltd. that can be used in most crop fields. Its mechanism of action is to destroy the seedling meristem and coleoptile after being absorbed by the young roots and shoots of weeds. It is a potential inhibitor of VLCFA (very long side chain fatty acid) biosynthesis in plants and inhibits the early growth of seedlings. It has the characteristics of broad spectrum, high efficiency and environmental friendliness, and has received extensive attention. [0003] At present, the domestic patent literature on the research on the synthesis of sulfofenapyr is relatively few. The main strategy in the reported synthesis method is to first synthesize pyrazole ring intermediates and dihydroiso...

Claims

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Application Information

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IPC IPC(8): C07D413/12B01J31/02
CPCC07D413/12B01J31/0284B01J31/0285B01J31/0298B01J2231/70Y02P20/54
Inventor 吴电亮余荣郁宗翔
Owner 定远众邦生物工程有限公司
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