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Synthetic method of beflubutamid

A technology of flubutyramid and its synthesis method, which is applied in the field of organic chemical synthesis, can solve the problems such as no report on the synthesis process of flubutyramid, and achieve the effects of high total yield, cheap and easy-to-obtain raw materials, and mild reaction conditions

Inactive Publication Date: 2012-11-07
太仓市运通化工厂
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  • Abstract
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Problems solved by technology

In addition, the introduction of heterocyclic rings and fluorine atoms into amide compounds is a hot spot in the development of such herbicides. At present, there is no report on the synthesis process of flubutyramid in China.

Method used

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Embodiment Construction

[0017] The synthesis method of flubutyramid of the present invention will be described in detail below in conjunction with the examples, so that the advantages and characteristics of the present invention can be more easily understood by those skilled in the art, so that the protection scope of the present invention can be clearly defined defined.

[0018] Raw material reagent used in the present invention: o-fluorobenzotrifluoride (industrial product, Zhejiang Yongchuang Chemical Co., Ltd); ethyl 2-bromobutyrate (industrial product, Yancheng Longsheng Chemical Co., Ltd); benzylamine (chemically pure, Sinopharm Chemical Reagent Co., Ltd.), the reagents and solvents used were reagent grade.

[0019] 1. Synthesis of 4-fluoro-3-trifluoromethylnitrobenzene

[0020] Weigh 98.4g (0.6mol) of o-fluorobenzotrifluoride and 180g of concentrated sulfuric acid into a 500mL four-necked reaction flask with an electric stirrer, stir, cool to below -10°C and start to drop 63.9g (0.66mol) of 6...

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Abstract

The invention discloses a synthetic method of beflubutamid. The synthetic method includes that fluorobenzotrifluoride and the like are used as initial raw materials, 4-fluorine-3-trifluoromethylphenol is obtained through nitration, reduction, diazotization and hydrolysis, the 4-fluorine-3-trifluoromethylphenol is reacted with alkylating agent 2-bromine ethyl butyrate to obtain 2-(4-fluorine-3 trifluoromethyl phenoxyl) ethyl butyrate, and the 2-(4-fluorine-3 trifluoromethyl phenoxyl) ethyl butyrate is reacted with benzylamine to obtain the beflubutamid. Compared with a traditional synthetic method of the beflubutamid, the synthetic method of the beflubutamid is cheap in raw material, easy to obtain the raw material, temperate in reaction condition and relatively high in total yield.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, in particular to a method for synthesizing flubutyramid. Background technique [0002] Fluorobutamid (beflubutamid, UBH-820, CAS registration number is 113614-08-07) chemical name is N-benzyl-2-(4-fluoro-3-trifluoromethylphenoxy) butyramide, It is a phenoxyamide herbicide developed by Ube Industrial Co., Ltd. (Ube), Japan. It is mainly used for post-emergence control of important broad-leaved weeds in wheat fields. [0003] Flubutyramide plus isoproturon is a post-emergence grain herbicide, which can be used in winter wheat, barley, rye and triticale to control narrow-leaved and broad-leaved weeds, including sagegrass, pig scorpion, etc. The product has been approved in Germany and registered in the European Union in 2007. The mechanism of action of amide herbicides is generally lipid synthesis inhibitors or cell division and growth inhibitors, which occupy an important position in mod...

Claims

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Application Information

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IPC IPC(8): C07C235/06C07C231/02
Inventor 张卫东
Owner 太仓市运通化工厂
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