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Synthesis process of primisulfuron-methy and other fluoric hebicide

A technology for fluoxulfuron-methyl and herbicides is applied in the field of synthesizing fluorine-containing herbicides, which can solve the problems of low yield and ozone layer destruction in the synthesis method, and achieve the effects of improving the yield and protecting the atmospheric environment.

Inactive Publication Date: 2003-08-20
肖深初
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Problems solved by technology

[0005] The purpose of the present invention is to solve the problem of existing flurisulfuron-methyl, fluroxyzin, ET 751 The synthetic method of such fluorine-containing herbicides has the problem that the ozone layer in the atmosphere is destroyed due to the large amount of use of chlorofluorocarbons and the problem that the yield of the synthetic method is low. Higher method for synthesizing herbicides such as flusulfuron-methyl

Method used

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Embodiment

[0012] Embodiment: For the key intermediate 2-amino of synthetic flurimsulfuron methyl, the reaction of 4,6 bis (difluoromethoxy) pyrimidines:

[0013] The specific operation is as follows, 1.27g (0.01mol) of 2-amino, 4,6-dihydroxypyrimidine, 0.007mol of Cu + catalyst while adding 30ml of CH 3 CN was used as a solvent, put it into the reflux tube and a thermometer, filled with nitrogen gas protection, added dropwise 4.5g (0.025mol) fluorosulfone difluoroacetic acid, raised the temperature to 50°C, and reacted for 3 hours. After the reaction was completed, filter, and evaporate the filtrate to its solvent. After cooling, a solid was precipitated, and the resulting solid was washed with 5% NaOH solution to obtain a crude product, which was separated by column chromatography (developing solvent: V (petroleum ether): V (ethyl acetate) = 5: 1) to obtain a white needle. 0.4 g of solid crystals, yield 18%. The obtained crystals were examined: m.p, 68~69°C; H-NMR, δ: (CDCl 3 / TMS...

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Abstract

The synthesis process of primisulfuron-methyl and other fluoric herbicide incldues the reaction between fluorosulfuryl ethanoyl difluoride as fluorinating reagent and aza compound precurser in the molar ratio of 1.5-2.5 to 1 while adding polar compound as solvent and salt as catalyst at 20-80 deg.c for 2-4 hr; filtering; evaporating filtrate and washing residue with acid or alkali solution; and purification of the coarse product to obtain fluoric herbicide product or intermediate, which may be further produced into fluoric herbicide through available technological process. Using fluorosulfuryl ethanoyl difluoride, rather than freon, as fluorinating reagent has high yield and no damage to ozone layer of atmosphere.

Description

technical field [0001] The invention relates to a method for synthesizing fluorine-containing herbicides such as flusulfuron-methyl and the like used in agricultural production. Background technique [0002] As a large agricultural country in my country, corn is one of the main economic crops in agriculture, and its planting area reaches more than 20 million hectares. The herbicides currently used in cornfields in my country are mainly atrazine and its compound products. The disadvantage is that it seriously pollutes water quality, and after many years of use, some weeds have developed resistance to it and reduced the efficacy. Therefore, some European and American herbicides The country has banned its use, and it has been replaced by flurisulfuron-methyl, fluroxyzin, ET 751 A class of fluorinated herbicides. Fluorumsulfuron-methyl is an ultra-efficient herbicide for cornfields developed by Giba-Geigy Company in Switzerland in the 1980s. When 10-40g is applied to cornfields...

Claims

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Application Information

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IPC IPC(8): A01N47/36
Inventor 肖深初方逵彭霞飞禹逸君曹道锦
Owner 肖深初
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