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Preparation method and application of topramezone

A technology of oxaflutole and phenyl, applied in the field of preparation of oxaflutole, can solve the problems of odor, difficulty in obtaining raw materials, etc., and achieve the effects of good application prospect, improved yield, and reduced process difficulty

Pending Publication Date: 2020-07-24
黑龙江省绥化农垦晨环生物制剂有限责任公司
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Problems solved by technology

[0003] In order to solve the problems in the prior art that there is a sulfur-containing intermediate in the production process of fenflumezone, which will emit odor, and the raw materials are relatively difficult to obtain, the present invention proposes a preparation method of fenflumezone and its application

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  • Preparation method and application of topramezone
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  • Preparation method and application of topramezone

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specific Embodiment 1

[0040] S101 uses 2-methylbenzaldehyde, brominating reagent, catalyst, hydroxylamine hydrochloride, alkali, ethylene gas, sulfonylating reagent and preset solvent as reaction raw materials to prepare 3-[3-bromo-methyl through the first reaction process -6-(methylsulfonyl)phenyl]-4,5-dihydroisoxazole;

[0041] S201 2-methylbenzaldehyde and bromination reagent are mixed in the preset solvent, and the catalyst is added under preset constant temperature conditions to carry out bromination reaction to obtain 2-bromo-6-methylbenzaldehyde;

[0042] Preparation of 2-bromo-6-methylbenzaldehyde:

[0043]Nitrogen protection is carried out to the reaction vessel, and 200mL ethyl acetate, 0.2mol 2-methylbenzaldehyde, 0.005mol ferric chloride are successively added, since the reaction is an exothermic reaction, it is preferable to add a condenser on the reaction vessel, preferably Control the temperature of the reaction vessel at 45°C, add a mixture of 0.25mol NBS and 100mL ethyl acetate dr...

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Abstract

The invention discloses a preparation method and application of topramezone, and the preparation method comprises the following steps: taking 2-methylbenzaldehyde, a bromination reagent, a catalyst, hydroxylamine hydrochloride, an alkali, ethylene gas, a sulfonylation reagent and a preset solvent as reaction raw materials, and preparing 3-[3-bromo-methyl-6-(methylsulfonyl) phenyl]-4, 5-dihydroisoxazole through a first reaction process; taking diethyl malonate, triethyl orthoformate, nickel sulfate, monobasic saturated carboxylic acid, methylhydrazine, a hydrocarbon solvent, an ethanol solutionand hydrochloric acid as reaction raw materials, and carrying out a second reaction process to prepare 1-methyl-5-hydroxypyrazole; and taking the 3-[3-bromo-methyl-6-(methylsulfonyl) phenyl]-4, 5 dihydroisoxazole,-1-methyl-5-hydroxypyrazole, triethylamine, potassium carbonate, palladium chloride, triphenylphosphine, 1, 4-dioxane, water, a saturated NaHCO3 solution and a hydrochloric acid solutionas reaction raw materials, and carrying out a third reaction process to prepare the topramezone. The problems that a sulfur-containing intermediate can emit odor and the raw materials are difficult to obtain in the existing process are solved.

Description

technical field [0001] The present invention relates to the technical field of chemical synthesis, in particular to a preparation method of fenfentrazone and its application. Background technique [0002] The trade names of fenfentrazone include Convey, Impact, Clio, Baowei, etc. It is a new type of high-efficiency herbicide developed by BASF in Germany. Fenfentrazone is the first active ingredient in pyrazolone compounds, which can be absorbed by roots, young stems, and leaves, and conduct to the top and base of the plant to the meristem, and inhibit the biosynthesis of plastoquinone 4-Hydroxyphenylpyruvate dioxygenase (4-HPPD) indirectly affects the synthesis of carotenoids, interferes with the synthesis and function of chloroplasts, and eventually leads to severe albinism (due to the degradation of chlorophyll). Among the post-emergence stem and leaf treatment herbicides for corn fields currently on the market, fenflumezone is the safest herbicide for corn fields, safe f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/10A01N43/80A01P13/00
CPCC07D413/10A01N43/80
Inventor 赵明鑫蒋玉山周德伟王伟胜
Owner 黑龙江省绥化农垦晨环生物制剂有限责任公司
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