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

Preparation method of 2, 4-dichloro-5-methoxy pyrimidine

A technology of methoxypyrimidine and dihydroxy, which is applied in the field of preparation of 2,4-dichloro-5-methoxypyrimidine, can solve the problems of large amount of phosphorus oxychloride, difficult to handle, unfavorable for green production, etc. Achieve the effects of reducing the generation of phosphorus-containing wastewater, small heat release, and simplified post-treatment

Inactive Publication Date: 2016-06-08
SHENZHEN NOPOSION AGROCHEM
View PDF5 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the amount of phosphorus oxychloride used in these preparation methods is very large, and a large amount of ice water quenching system is required in the post-treatment process, thereby forming a large amount of phosphorus-containing wastewater, which is difficult to treat and is not conducive to green 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
  • Preparation method of 2, 4-dichloro-5-methoxy pyrimidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Put 142.1g (1.0mol) of 2,4-dihydroxy-5-methoxypyrimidine, 5.1g (5mol%) of triethylamine and 200mL of acetonitrile into a thermometer, reflux condenser, dropping funnel and mechanical stirring In a 1000mL three-necked flask, slowly raise the temperature to 80°C and stir under reflux for 30 minutes. Then start slowly feeding phosgene, keep the feeding speed at 2 g / min, the feeding amount of phosgene is 4 times of the molar amount of 2,4-dihydroxy-5-methoxypyrimidine, and carry out the reflux reaction for 20 hours. After the reaction is finished, stop feeding phosgene, feed nitrogen after the temperature is lowered to room temperature to remove residual phosgene in the system. Then, the solid was removed by filtration under reduced pressure, 100 mL of water was added to the filtrate and stirred for 30 minutes, and then the aqueous phase was removed by liquid separation. The aqueous phase was extracted with 100 mL of acetonitrile, and the two organic phases were combined, ...

Embodiment 2

[0019] Put 142.1g (1.0mol) of 2,4-dihydroxy-5-methoxypyrimidine, 7.4g (10mol%) of N,N-dimethylformamide and 200mL of ethylene glycol dimethyl ether into a thermometer equipped with In a reflux condenser, a dropping funnel, and a mechanically stirred 1000 mL three-necked flask, slowly raise the temperature to 100° C. and reflux and stir for 30 minutes. Then start slowly feeding phosgene, keep the feeding speed at 2 g / min, the feeding amount of phosgene is 4 times of the molar amount of 2,4-dihydroxy-5-methoxypyrimidine, and carry out the reflux reaction for 20 hours. After the reaction is finished, stop feeding phosgene, feed nitrogen after the temperature is lowered to room temperature to remove residual phosgene in the system. Then, the solid was removed by filtration under reduced pressure, 100 mL of water was added to the filtrate and stirred for 30 minutes, and then the aqueous phase was removed by liquid separation. The aqueous phase was extracted with 100 mL of acetonit...

Embodiment 3

[0021] 142.1g (1.0mol) of 2,4-dihydroxy-5-methoxypyrimidine, 24.2g (20mol%) of N,N-dimethylaniline, 989.2g (5.0mol) of diphosgene and 1,4- 300 mL of dioxane was put into a 1000 mL three-necked flask equipped with a thermometer, a reflux condenser, a dropping funnel and mechanical stirring, and the temperature was slowly raised to 110° C. for 20 hours under reflux and stirring. After the reaction, the temperature was lowered to room temperature and nitrogen gas was introduced to remove residual phosgene in the system. Then, the solid was removed by filtration under reduced pressure, 100 mL of water was added to the filtrate and stirred for 30 minutes, and then the aqueous phase was removed by liquid separation. The aqueous phase was extracted with 100 mL of acetonitrile, and the two organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was recovered under reduced pressure to obtain an off-white solid with a purity of 98.3% and a yield of 82%.

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 synthesizing method of 2, 4-dichloro-5-methoxy pyrimidine and belongs to the technical field of pesticide intermediate chemical process. The synthesizing method includes: adding 2, 4-dyhydroxy-5-methoxy pyrimidine, solvent and catalyst into a reaction system, stirring, and performing heating reflux reaction under the condition that phosgene, diphosgene or triphosgene is used as the chlorinating agent; performing simple quenching post-treatment after the reaction to obtain the high-yield and high-purity target product. The synthesizing method is mild in reaction condition, economical and efficient, green as compared with an existing target product synthesizing process, and easy in industrial production.

Description

technical field [0001] The invention belongs to the technical field of preparation of pesticide intermediates, in particular to a preparation method of 2,4-dichloro-5-methoxypyrimidine. Background technique [0002] 2-Amino-5,8-dimethoxy[1,2,4]triazol[1,5-c]pyrimidine (DAT for short) is a new sulfonamide herbicide with high efficiency and low toxicity. An important intermediate of amines, the well-known preparation process of DAT requires 2,4-dichloro-5-methoxypyrimidine as a starting material. Both Chinese Invention Patent Authorization Announcement No. CN101486684 and Patent Application Announcement No. CN104326988 choose to use a large excess of phosphorus oxychloride as the chlorination reagent to prepare 2,4-dichloro-5-methoxypyrimidine. However, the amount of phosphorus oxychloride used in these preparation methods is very large, and a large amount of ice water quenching system is required in the post-treatment process, thereby forming a large amount of phosphorus-con...

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): C07D239/34
CPCC07D239/34
Inventor 张龙李超孔建曹明章李广泽
Owner SHENZHEN NOPOSION AGROCHEM
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