Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing 2,4-dichloro-5-nitrophenol

A technology of nitrophenol and nitrophenyl, applied in the field of organic chemistry, can solve the problems of low yield, waste acid pollution and the like, and achieve the effects of reducing production cost, rational synthesis process and avoiding pollution

Active Publication Date: 2016-06-08
LIANYUNGANG JINDUN AGROCHEMICAL CO LTD
View PDF2 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to solve the problem of serious environmental pollution and low yield of waste acid produced in the existing synthesis process of 2,4-dichloro-5-nitrophenol, the present invention provides an environmentally friendly, low-cost, high-yield 2 , the preparation method of 4-dichloro-5-nitrophenol

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 preparing 2,4-dichloro-5-nitrophenol
  • Method for preparing 2,4-dichloro-5-nitrophenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] In a 1000mL four-neck round bottom flask equipped with mechanical stirring, thermometer and condenser tube, add 96g methanol, 57.8g tris(2,4-dichloro-5-nitrophenyl) phosphate and 0.586g catalyst tri Lanthanum fluoromethanesulfonate, 0.72g tetrahydrofuran, stirred and gradually raised to reflux temperature, reacted for 3h, after the reaction was completed, the catalyst was separated by filtration, and after the solvent was removed, 62.7g of 2,4-dichloro-5-nitrophenol was obtained , content 98.0%, yield 98.5%.

Embodiment 2

[0030] In a 1000mL four-neck round bottom flask equipped with mechanical stirring, thermometer and condenser tube, add 192g methanol, 57.8g tris(2,4-dichloro-5-nitrophenyl) phosphate and 2.93g catalyst tri Lanthanum fluoromethanesulfonate, 1.8g tetrahydrofuran, stirred and gradually heated to reflux temperature, reacted for 5h, after the reaction was completed, the catalyst was separated by filtration, and after the solvent was removed, 62.8g of 2,4-dichloro-5-nitrophenol was obtained , content 98.3%, yield 99.0%.

Embodiment 3

[0032] In a 1000mL four-neck round bottom flask equipped with mechanical stirring, thermometer and condenser tube, add 288g methanol, 57.8g tris(2,4-dichloro-5-nitrophenyl) phosphate and 5.86g catalyst tri Lanthanum fluoromethanesulfonate, 3.6g tetrahydrofuran, stirred and gradually heated to reflux temperature, reacted for 7 hours, after the reaction was completed, the catalyst was separated by filtration, and after the solvent was removed, 63.2g of 2,4-dichloro-5-nitrophenol was obtained , content 98.5%, yield 99.8%.

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 preparing 2,4-dichloro-5-nitrophenol. The method is as below: first, evenly mixing tris(2,4-dichloro-5-nitrophenyl) phosphate, rare earth trifluoromethyl sulfonate catalyst, a cocatalyst and an alcoholic solvent; then gradually heating to a reflux temperature, reacting for more than 3h; and cooling to room temperature after the reaction, separating the catalyst by filtration, and removing the solvent in a liquid phase by distillation to obtain the 2,4-dichloro-5-nitrophenol. In the presence of the co-catalyst, tris (2,4-dichloro-5-nitrophenyl) phosphate reacts with the alcohol solvent under the catalysis of rare earth trifluoromethyl sulfonate, so as to fundamentally avoid the environmental pollution caused by the large quantities of waste acid in the traditional hydrolysis; the reaction is more thorough; and the method increases the yield of the product 2,4-dichloro-5-nitrophenol from 88% to 98%, increases the purity from 91.5 % to 97.5%, lowers production costs, and plays a positive role for the industrial development of oxadiazon.

Description

technical field [0001] The invention relates to a preparation method of an intermediate 2,4-dichloro-5-nitrophenol of a protoporphyrinogen oxidase inhibitor selective pre-emergence and post-emergence herbicide variety oxadiazon, belonging to the field of organic chemistry . Background technique [0002] Oxadiazon is a protoporphyrinogen oxidase inhibitor selective pre-emergence and post-emergence herbicide variety. It was discovered in 1963 that it has significant herbicidal activity. After that, it has been tested in laboratories, greenhouses and fields all over the world. A large number of tests have proved that its efficacy is good. Oxadiazone is suitable for rice, cotton, soybean, sugarcane, sunflower, peanut and various tuber crops or transplanted crops. It can be applied before or after emergence to control grass and broad-leaved weeds. It is now registered for use in rice fields in Brazil, Bulgaria, Colombia, Ecuador, Spain, Iran, Italy, Japan, Mexico, Peru, Romania...

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): C07C205/26C07C201/12
CPCC07C201/12C07C205/26
Inventor 石卫兵戴翠红房雷
Owner LIANYUNGANG JINDUN AGROCHEMICAL CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com