A kind of method for preparing flufenazol propargyl

A technology of flurafen propargyl and propynyl, which is applied in the field of preparation of flurafen propargyl, can solve the problems of high organic impurities and low purity, and achieve the effect of simple method and easy industrialization

Active Publication Date: 2018-01-16
苏州敬咨达检测服务有限公司
View PDF7 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to overcome the problem that the product yield and / or purity are not high and the organic impurities are usually high when the prior art is used for the preparation of flumechlor, and a method for preparing flumecil is provided.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of method for preparing flufenazol propargyl
  • A kind of method for preparing flufenazol propargyl
  • A kind of method for preparing flufenazol propargyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Take 20g of 99% 6-amino-7-fluoro-4-propynyl-1,4-benzoxazin-3(4H)-one, 100mL of 1,2-dichloroethane, 1.05 equivalents of 99.5% content of 3,4,5,6-tetrahydrophthalic anhydride, 1.4mL acetic acid and 1mL piperidine were placed in a reaction flask, and refluxed for 7 hours for azeotropic dehydration. Ethyl chloride, filtered, and the obtained filter cake was beaten with 95% ethanol, filtered, and dried to obtain flufenazim propargyl, with a yield of 96.2%, a purity of 99.5%, and an organic impurity content of 0.09% by weight.

[0055] The obtained product adopts BRUKER AVANCE 500 equipment to carry out NMR detection, and the obtained NMR spectrum is shown in Figure 1a shown, and organize the data in the map as Figure 1b ;from Figure 1a with Figure 1b It can be seen from the figure that the number of hydrogens on the nuclear magnetic map, the chemical shift and the peak splitting situation are all in agreement with the corresponding structure, so the product prepared by ...

Embodiment 2

[0057] Take 20g of 99% content of 6-amino-7-fluoro-4-propynyl-1,4-benzoxazin-3(4H)-one and 80mL of toluene, 1.1 equivalents of 99.5% content of 3,4 , 5,6-tetrahydrophthalic anhydride, 1.4mL acetic acid and 1.2mL piperidine were placed in a reaction flask, and refluxed for 6 hours for azeotropic dehydration. After the reaction was completed, water was added to remove toluene azeotropically, filtered, and the obtained filter cake was washed with 95% Slurry with ethanol, filter, and dry to obtain flumecil propargyl, with a yield of 90.5%, a purity of 99.3% by weight, and an organic impurity content of 0.1% by weight. .

Embodiment 3

[0059] Take 20g of 99% 6-amino-7-fluoro-4-propynyl-1,4-benzoxazin-3(4H)-one and 120mL of methyl isobutyl ketone (MIBK), 1.05 equivalents of 99.5% content of 3,4,5,6-tetrahydrophthalic anhydride, 1.4mL trifluoroacetic acid and 1.5mL piperidine were placed in a reaction flask, and refluxed for 8 hours for azeotropic dehydration. After the reaction was complete, add water to azeotropically remove methyl Isobutyl ketone (MIBK), filtered, beating with 95% ethanol, filtered, and dried to obtain flumecil propargyl, with a yield of 90.0%, a purity of 99.1% by weight, and an organic impurity content of 0.1% by weight.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to the field of organic synthesis, and discloses a method for preparing flumioxazin. The flumioxazin has a structure shown in the formula (I) (in the description). The method is characterized by comprising the following steps: under the existence of a catalyst, enabling 6-amino-7-fluoro-4-propinyl-1, 4-benzoxazin-3(4H)-one shown in the formula (II) (in the description) and 3, 4, 5, 6-Tetrahydrophthalic anhydride shown in the formula (III) (in the description) to be subjected to contact reaction in a solvent, wherein the catalyst is an alkaline nitric organic matter or a mixture of organic acid and the alkaline nitric organic matter. The flumioxazin product prepared by the method has the advantages that the yield can reach 90% or above, the purity can reach 99 wt% or above, and the content of organic impurities can be smaller than 0.1 wt%; the method is simple, and easy for industrialization.

Description

technical field [0001] The present invention relates to the field of organic synthesis, in particular to a method for preparing flufenazim. Background technique [0002] Propyrylflufen (often referred to as "quick harvest") is an N-phenylphthalimide herbicide absorbed by young shoots and leaves created and developed by Japan's Sumitomo Chemical Industry Co., Ltd. for soil treatment It can effectively control annual broad-leaved weeds and some grass weeds, is easy to degrade in the environment, and is safe for subsequent crops. Soybeans and peanuts have good resistance to it, and corn, wheat, barley, and rice have moderate tolerance. Therefore, this herbicide is widely used in agricultural production and has huge economic market value. [0003] There are many synthetic methods for the synthesis of flurafen propargyl, such as: [0004] US4640707 discloses a method for the preparation of fluflumecil propargyl, specifically including (Example 1): 6-amino-4-(2-propynyl)-2H-1,4-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/04
CPCC07D413/04
Inventor 吴浩黄广英王彦强李鼎盛王凯杨海舰
Owner 苏州敬咨达检测服务有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap