Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for preparation of fluoroamine cyanchrysanthemic acid with non-metal catalyst

A technology of cyflumethrin and a catalyst is applied in the field of defluorination and coupling to prepare cyflumethic acid, and the first selective fluorination field can solve the problems of polychlorinated impurities, large three wastes, unpurifiable and the like, and achieves a beneficial effect on the The effect of industrialization, low production cost, safe storage and transportation

Inactive Publication Date: 2017-04-05
JIANGSU YANGNONG CHEM
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the content of fluvalinic acid obtained by the first two routes is <70%, and the product is a yellow oil, which cannot be purified by rectification, and the meta-substituted isomer accounts for about 15%, and the three wastes are relatively large; the second route The content of fluvalinic acid obtained is <70%, and the product is a yellow oil, which cannot be purified by rectification, and polychlorinated impurities are obtained; the cost of raw material 2-chloro-4-trifluoromethylaniline in the third route is expensive , not suitable for industrial use

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
  • Method for preparation of fluoroamine cyanchrysanthemic acid with non-metal catalyst
  • Method for preparation of fluoroamine cyanchrysanthemic acid with non-metal catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] (1) Preparation of 3-chloro-4-fluoro-trifluorotoluene:

[0027] In a 500ml four-neck flask equipped with a condenser, add 200mL DMA, 0.2mol 3,4-dichloro-trifluorotoluene, 1.0mol potassium fluoride, 0.01mol tetraphenylphosphine chloride successively under nitrogen protection, 150 Keep warm at ℃ until the gas spectrum normalized content of 3,4-dichloro-trifluorotoluene in the material is <1%, recover potassium fluoride and catalyst by suction filtration, and apply it to the next batch; the content of the mother liquor is 99% after precipitation and rectification 3-chloro-4-fluoro-trifluorotoluene, the yield is 90%;

[0028] (2) Preparation of Fluvalinic Acid:

[0029] In a 500ml four-necked flask equipped with a condenser, add 200mL of DMA, 0.6mol of 3-chloro-4-fluoro-trifluorotoluene, and 0.3mol of D-valine in sequence, and keep warm at 100°C for 4h until 3-chloro- The liquid spectrum normalized content of 4-fluoro-benzotrifluoride is 95%, and the two-step total yield ...

Embodiment 2

[0031] (1) Preparation of 3-chloro-4-fluoro-trifluorotoluene:

[0032] In a 500ml four-necked flask equipped with a condenser, 200mL DMF, 0.2mol 3,4-dichloro-trifluorotoluene, 1.0mol potassium fluoride, 0.01mol tetraphenylphosphine chloride were successively added under nitrogen protection, and 150 Keep warm at ℃ until the gas spectrum normalized content of 3,4-dichloro-trifluorotoluene in the material is <1%, recover potassium fluoride and catalyst by suction filtration, and apply it to the next batch; the content of the mother liquor is 99% after precipitation and rectification 3-chloro-4-fluoro-trifluorotoluene, the yield is 74%;

[0033] (2) Preparation of Fluvalinic Acid:

[0034] In a 500ml four-neck flask equipped with a condenser, add 200mL of DMF, 0.6mol of 3-chloro-4-fluoro-trifluorotoluene, and 0.3mol of D-valine in sequence, and keep warm at 100°C for 4h until 3-chloro- The liquid spectrum normalized content of 4-fluoro-benzotrifluoride is 90%, and the two-step t...

Embodiment 3

[0036] (1) Preparation of 3-chloro-4-fluoro-trifluorotoluene:

[0037] In a 500ml four-necked flask equipped with a condenser, add 200mL DMSO, 0.2mol 3,4-dichloro-trifluorotoluene, 1.0mol potassium fluoride, 0.01mol tetraphenylphosphine chloride successively under nitrogen protection, 150 Keep warm at ℃ until the gas spectrum normalized content of 3,4-dichloro-trifluorotoluene in the material is <1%, recover potassium fluoride and catalyst by suction filtration, and apply it to the next batch; the content of the mother liquor is 99% after precipitation and rectification 3-chloro-4-fluoro-trifluorotoluene, the yield is 87%;

[0038] (2) Preparation of Fluvalinic Acid:

[0039] In a 500ml four-neck flask equipped with a condenser, add 200mL of DMSO, 0.6mol of 3-chloro-4-fluoro-trifluorotoluene, and 0.3mol of D-valine in sequence, and keep warm at 100°C for 4h until 3-chloro- The liquid spectrum normalized content of 4-fluoro-benzotrifluoride is 92%, and the two-step total yiel...

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 discloses a method for preparation of fluoroamine cyanchrysanthemic acid with non-metal catalyst. The method includes the steps of: adding a catalyst into 3, 4-dichloro-benzotrifluoride and potassium fluoride in an organic solvent at 0-200DEG C, and carrying out selective fluorination reaction to obtain 3-chloro-4-fluoro-benzotrifluoride; subjecting the obtained 3-chloro-4-fluoro-benzotrifluoride and D-valine to defluorination coupling reaction in an organic solvent, thus finally obtaining fluoroamine cyanchrysanthemic acid. The method for preparation of fluoroamine cyanchrysanthemic acid adopts quaternary ammonium salt, quaternary phosphonium salt, crown ether or other non-metal catalyst as the catalyst, firstly performs selective fluorination and then conducts defluorination coupling to prepare fluoroamine cyanchrysanthemic acid, specifically the potassium fluoride generated by coupling in step 2 can be reused in the first step fluorination of next batch to reduce "three wastes", so that the production, storage and transportation and other links can be safer and more convenient, also the production cost is low, the total yield is greater than 85% and the content is greater than 95%, and the raw materials are all non-toxic or low toxic, thus being conducive to industrialization.

Description

technical field [0001] The invention relates to a method for preparing fluvalinic acid without a metal catalyst, in particular to a method for preparing fluvalinic acid by selective fluorination first and then defluorination coupling. Background technique [0002] Fluvalinate belongs to non-cyclopropane carboxylic acid pyrethroid insecticides and has a structure similar to fenvalerate. It is mainly used in the control of major pests including Lepidoptera, Coleoptera, Homoptera, Diptera and Thysanoptera on cotton, fruit trees, vegetables, corn, tea, tobacco and other crops. Culex, German cockroach, etc. are also effective. [0003] Compared with other pyrethroids, it has significant acaricidal effect. Bee mites are parasites of bees, which can significantly affect the growth of bees. It is the main reason for the reduction of bee colonies and brings great economic losses to beekeepers. As a high-efficiency acaricide, fluvalinate has the characteristics of high acaricidal a...

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
IPC IPC(8): C07C229/18C07C227/18
Inventor 周其奎姜友法蒋其柏王振锋李道来郭玉波苏玉海
Owner JIANGSU YANGNONG CHEM