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

Method for preparing nicosulfuron

A technology of nicosulfuron and its compound, which is applied in the field of preparation of nicosulfuron, can solve the problems of environmental hazards, high cost, low yield, etc., and achieve the effects of production economy and environmental protection, fewer reaction steps, and high yield

Inactive Publication Date: 2015-07-29
HEFEI JIUYI AGRI DEV
View PDF5 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the isocyanate method requires the use of highly toxic phosgene or phosgene polymers that are difficult to handle. Although the toxicity of phosgene polymers such as trimer solid phosgene is reduced, highly toxic phosgene will also be released during use. There are potential safety hazards, and major safety accidents have occurred in this method in production; the chlorocarbonylamine method will use the highly toxic reagent ethyl chloroformate, and needs to use thionyl chloride as the acid chloride reagent, and thionyl chloride has a great impact on the environment. big hazard
[0003] In summary, both the isocyanate method and the chlorocarbonylamine method have the characteristics of low yield, high cost, and highly toxic substances in the production process, which do not meet the requirements of large-scale industrial production

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 nicosulfuron
  • Method for preparing nicosulfuron
  • Method for preparing nicosulfuron

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Step a: Take 1.0mol (99g) of dimethylaminoacrolein (compound I), 1.1mol (123g) of cyanoacetamide (compound II), and 300mL of reaction solvent toluene into the reactor, and then add 0.2mol Pyridine (15.8g), 0.2mol acetic acid (12g), add water separator, then be heated to 120 DEG C and reflux water diversion for 2 hours, reaction solution is cooled to 25 DEG C and pass into excess hydrogen chloride gas in reaction solution, (hydrogen chloride The molar ratio of gas to compound I is 2-5:1, that is, 2:1, 3:1, 4:1, 5:1, or any other ratio within this range), and continue the heat preservation reaction for 2 hours Finally, adjust the pH to weakly alkaline, remove toluene under reduced pressure; add 200mL of water, 2.0mol 70% sodium sulfide (222.8g) and heat to reflux at 120°C for 2 hours, adjust the pH to weakly acidic, add 300mL of 1,2-dichloroethyl Alkanes, stirred for 10 minutes, quickly added 1.5mol liquid chlorine (106.5g) to the mixed phase while stirring at 0-5°C and c...

Embodiment 2

[0027] Step a: Take 1.0mol (99g) dimethylaminoacrolein (compound I), 1.2mol (134g) cyanoacetamide (compound II), and 300mL reaction solvent toluene into the reactor, and then add 0.12mol Piperidine (10.2g), 0.12mol formic acid (5.5g), add a water separator, then heat to 110°C for reflux and water separation for 2 hours, then cool the reaction solution to 0°C and pass excess hydrogen chloride into the reaction solution Gas, (the molar ratio of hydrogen chloride gas to compound I is 2-5:1, that is, 2:1, 3:1, 4:1, 5:1, or any other ratio within this range), continue After 2 hours of heat preservation reaction, adjust the pH to weakly alkaline, and remove toluene under reduced pressure; add 200mL of water, heat 1.5mol 70% sodium sulfide (167g) to 80°C, keep the temperature for 2 hours, adjust the pH to weakly acidic, add 300mL1,2 -dichloroethane, stirred for 10 minutes, quickly added 1.3mol liquid chlorine (92.3g) to the mixed phase while stirring at 0-5°C and continued stirring f...

Embodiment 3

[0030] Step a: Take 1.0mol (99g) dimethylaminoacrolein (compound I), 1.5mol (168g) cyanoacetamide (compound II), and 300mL reaction solvent toluene into the reactor, and then add 0.1mol Triethylamine (10.1g), 0.1mol oxalic acid (9g), add a water separator, then heat to 120°C for reflux and water separation for 2 hours, then cool the reaction solution to 10°C and feed excess hydrogen chloride gas into the reaction solution , (the mol ratio of hydrogen chloride gas and compound I is 2-5: 1, can be 2: 1, 3: 1, 4: 1, 5: 1, also can be other any ratio in this range), continue to insulate After reacting for 2 hours, adjust the pH to weakly alkaline, remove toluene under reduced pressure; add 200mL of water, 1.2mol 70% sodium sulfide (133.7g) and heat to 110°C for 2 hours, adjust the pH to weakly acidic, add 300mL of 1,2- Dichloroethane, stirred for 10 minutes, quickly added 1.1mol liquid chlorine (78g) to the mixed phase while stirring at 0-5°C and continued to stir for 30 minutes, ...

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 nicosulfuron. The method adopts dimethylamino acrolein and 2-oxopropionitrile dimethylamine as raw materials to generate 2-sulfonylamino-N,N-dimethylnicotinamide through a multi-unit continuous operation method, and the generated 2-sulfonylamino-N,N-dimethylnicotinamide, 4,6-dimethoxy pyrilamine and alkyl carbonate are condensed to prepare nicosulfuron. According to the method for preparing nicosulfuron, the defect of dangerous operation of using highly toxic gas phosgene or polymers thereof in an isocyanate method to cause larger potential safety hazards is overcome, meanwhile the defect of using a highly toxic reagent, namely, ethyl chloroformate, and a thionyl chloride reagent with larger harm on environment in a chlorine carbonyl amine method is also overcome, and the method provided by the invention has the characteristics of less pollution, safety and environmental protection, and is suitable for large scale industrialized production.

Description

technical field [0001] The invention relates to the technical field of organic chemical industry, in particular to a preparation method of nicosulfuron. Background technique [0002] The chemical name of nicosulfuron is 2-(4,6-dimethoxypyrimidine-2-pyrimidinylcarbamoylaminosulfonyl)-N,N-dimethylnicotinamide, which is by far the most active, A class of herbicides that use less and are relatively safe. The industrial preparation methods mainly include the isocyanate method and the chlorocarbonylamine method. The reaction steps of the above two methods to obtain the finished product are long, the yield is low, and the cost is high. Among them, the isocyanate method requires the use of highly toxic phosgene or phosgene polymers that are difficult to handle. Although the toxicity of phosgene polymers such as trimer solid phosgene is reduced, highly toxic phosgene will also be released during use. There are potential safety hazards, and major safety accidents have occurred in thi...

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): C07D401/12
CPCC07D401/12
Inventor 沈运河熊国银余正莲周可祥武斌
Owner HEFEI JIUYI AGRI DEV
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