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

Synthesis process of herbicide prosulfuron for removing gramineous weeds and broad-leaved weeds

A synthesis process, the technology of broad-leaved grass, applied in the field of synthesis process of sulfonylurea herbicide fluorsulfuron, can solve the problems of operator injury, poisoning, unfriendly compounds, etc., and achieve the effect of low toxicity

Inactive Publication Date: 2015-02-11
JIANGSU CHANGQING AGROCHEMICAL CO LTD
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is easy to cause poisoning. Although phosgene is often used as a raw material in industry, the highly toxic and highly corrosive by-products of phosgene make it face huge environmental pressure. employee causing injury

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
  • Synthesis process of herbicide prosulfuron for removing gramineous weeds and broad-leaved weeds
  • Synthesis process of herbicide prosulfuron for removing gramineous weeds and broad-leaved weeds
  • Synthesis process of herbicide prosulfuron for removing gramineous weeds and broad-leaved weeds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] (1) Take a 250mL clean round-bottom flask, place it at low temperature, and control the temperature at 15°C to 20°C, add 100mL of amyl alcohol and 10mL of water, add 9.35g of anthranilic acid, 6.14g of amyl nitrite, and add acetic anhydride and 12.3g of sodium acetate, stirred at 20-30°C for 90min. Then add 1% palladium catalyst, then add 4.8g 3,3,3-trifluoro-1-propene, and continue to stir for 5h until the reaction of the raw materials is complete, and the resulting product is hydrogenated.

[0024] (2) Take a 50mL Schlenk tube and place it in an oil bath at 35°C-40°C, add the solution of the first step, add 0.6g carbon, control the pressure inside the Schlenk tube to 1-2 bar, and let hydrogen flow in for 6 hours After the reaction, the suspended matter was filtered out. In order to remove sodium acetate and by-products, the pentanol solution was washed with water and NaOH, the pentanol was partially distilled, and water was added to make the pentanol be azeotrop...

Embodiment 2

[0028] (1) Take a 500mL clean round-bottomed flask, place it at low temperature, and control the temperature at 15°C to 20°C, add 200mL of amyl alcohol and 20mL of water, add 18.7g of anthranilic acid, 12.28g of amyl nitrite, and add acetic anhydride and 24.6g of sodium acetate, stirred at 20-30°C for 90min. Then add 1% palladium catalyst, then add 9.6g 3,3,3-trifluoro-1-propene, and continue to stir for 5h until the reaction of the raw materials is complete, and the resulting product is hydrogenated.

[0029] (2) Take a 100mL Schlenk tube and place it in an oil bath at 35°C-40°C, add the solution of the first step, add 1.2g of carbon, control the pressure inside the Schlenk tube to 1-2 bar, and let hydrogen flow in for 6 hours After the reaction, the suspended matter was filtered out. In order to remove sodium acetate and by-products, the pentanol solution was washed with water and NaOH, the pentanol was partially distilled, and water was added to make the pentanol be az...

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 research method for green synthesis of herbicide prosulfuron for removing gramineous weeds and broad-leaved weeds. The synthesis method comprises steps of firstly synthesizing 2-(3,3,3-trifluoro-1-propenyl)-benzenesulfonic acid from o-aminobenzenesulfonic acid and 3,3,3-trifluoro-1-propylene, then implementing hydrogenation reduction to generated 2-(3,3,3-trifluoro-1-propenyl)-benzene sulfonate under palladium catalysis to obtain 2-(3,3,3-trifluoro propyl)-benzenesulfonic acid, and reacting with phosgene and ammonia gas to obtain 2-(3,3,3-trifluoro propyl)-benzene sulfonamide; and finally reacting with dimethyl carbonate, 2-amine-4-methoxy-6-methyl-1,3,5-triazine, thus generating prosulfuron. The research method disclosed by the invention is a relatively effective method for synthesizing prosulfuron; and by replacing phosgene through dimethyl carbonate at the last step, the method has the advantages of relatively low toxicity, being green and environment-friendly, etc.

Description

technical field [0001] The invention relates to a synthesis process of a sulfonylurea herbicide trisulfuron-methyl, which belongs to a synthesis process of an agent for controlling gramineous weeds and broad-leaved weeds. Background technique [0002] Flusulfuron-methyl is a high-efficiency, low-toxic sulfonylurea herbicide that acts on grassy weeds and broadleaf grasses in corn fields. The dosage of flusulfuron is 27~40g a.i / hm 2 , with a small dosage, it is called a high-efficiency herbicide, and its efficiency is 100-1000 times that of traditional herbicides. The application effect of corn at the 3-5 leaf stage after seedlings and broad-leaved grass at the 2-4 leaf stage is the best. Organophosphorus insecticides should not be used 10 days before and 5 days after the application. Flusulfuron prevents the biosynthesis of branched-chain amino acids such as leucine and valine by inhibiting weed lactic acid synthase and acetate hydroxyacid synthase, destroys protein synthe...

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 Applications(China)
IPC IPC(8): C07D251/16
CPCC07D251/16
Inventor 于国权陈宇丁华平袁宇
Owner JIANGSU CHANGQING 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