Method for synthesizing metaflumizone

A synthesis method and technology of cyflufenazone are applied in the field of synthesizing cyflufenazone, which can solve the problems of increased production cost, complicated post-processing, long production cycle, etc., and achieves improved yield, shortened reaction time, simplified post-processing and the like. effect of steps

Active Publication Date: 2012-02-15
JINGBO AGROCHEM TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, the content of effective body E in metaflumizone in the domestic market is about 85%-88%, and the content is low. CN101774951A discloses a synthesis method of metaflumizone, but its yield is low, and later The treatment is more complicated, and a large amount of acid waste water is generated, which causes great pollution, increases production costs, and has a long production cycle

Method used

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  • Method for synthesizing metaflumizone

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Effect test

Embodiment 1

[0019] Add 23.53g m-trifluoromethylphenyl-4-cyanobenzyl ketone, 28.22g p-trifluoromethoxyanilinohydrazide, 1.17g concentrated hydrochloric acid, 282g dichloroethane, and react at 80°C to the reactor 1.5h, while reacting, use a water separator to separate the water generated by the reaction. After the reaction is completed, cool down to 0°C, filter, and dry to obtain 41.78g of product, with a total content of 96.0%, an effective body content of 95.7%, and a yield of was 92.3%.

Embodiment 2

[0021] Add 23.53g m-trifluoromethylphenyl-4-cyanobenzyl ketone, 23.52g p-trifluoromethoxyanilinohydrazide, 0.47g glacial acetic acid, 235g xylene, and react at 140°C for 2.5h into the reactor , while reacting, use a water separator to separate the water generated by the reaction. After the reaction is completed, cool down to 15°C, filter, and dry to obtain 40.89g of product, with a total content of 96.8%, an effective body content of 95.1%, and a yield of 90.4 %.

Embodiment 3

[0023] Add 23.53g of m-trifluoromethylphenyl-4-cyanobenzyl ketone, 24.70g of p-trifluoromethoxyanilinohydrazide, 0.59g of dilute sulfuric acid solution with a mass fraction of 2%, and 188g of toluene in the reactor , reacted at 110°C for 2 hours, and separated the water generated by the reaction with a water separator while reacting. After the reaction was completed, the temperature was lowered to 30°C, filtered, and dried to obtain 42.07g of the product, with a total content of 97.0% and an active body content of 96.0%. , the yield was 93.0%.

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Abstract

The invention belongs to the technical field of organic synthesis and in particular relates to a method for synthesizing metaflumizone. The method comprises the following steps of: adding m-trifluoromethylphenyl-4-nitrilebenzylketone, p-trifluoromethoxyphenylaminohydrazide, a catalyst and an organic solvent into a reactor, reacting at the temperature of between 80 and 140DEG C for 1 to 3 hours, separating water generated in the reaction when the reaction is carried out, cooling to the temperature of between 0 and 30DEG C after the reaction is finished, and filtering to obtain the product, wherein the organic solvent is a water-insoluble organic solvent. The water generated in the reaction is brought out by the water-insoluble organic solvent, and the reaction is promoted to be carried out rightwards, so that the reaction time is shortened, the yield is improved, and a posttreatment step is simplified. In the synthesis process, the solvent can be recycled, so that the production cost is reduced, the economic benefit is improved, and the solvent has a good application prospect.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a synthesis method of metaflumizone. Background technique [0002] Metaflumizone English name metaflumizone, chemical name: (E+Z) 2-[2-(4-cyanophenyl)-l-[3-(trifluoromethyl)phenyl]ethylene]-N -[4-(Trifluoromethoxy)phenyl]-hydrazine oxalyl, its pure product is white solid powder. [0003] Metaflumizone is a new type of pesticide with high efficiency, low toxicity, environmental friendliness and safety to humans, crops and non-target pests. The mechanism of action of metaflumizone is unique. By attaching to the receptors of sodium ion channels, it blocks the passage of sodium ions, and has no cross-resistance with pyrethroids or other types of compounds. It enters the body through the feeding of pests and produces gastric poisoning to kill pests. The contact effect is small and there is no systemic effect. Metaflumizone has a good control effect on target p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C281/10
Inventor 綦菲李洪侠栾波吴文雷张建林
Owner JINGBO AGROCHEM TECH CO LTD
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