Supercharge Your Innovation With Domain-Expert AI Agents!

Synthesis method for 4,6-dimethoxy-2-((phenoxy carbonyl) amino)-pyrimidine

A technology of dimethoxypyrimidine and phenoxycarbonyl, which is applied in the field of synthesis of 4,6-dimethoxy-2-amino)-pyrimidine, can solve the problem of increasing production cost, increasing the amount of phenyl chloroformate, and three wastes Pollution increase and other problems, to achieve the effect of reducing waste water discharge, reducing production costs and improving production efficiency

Active Publication Date: 2014-06-11
INSIGHT FINECHEM +1
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Yet this method can cause the content of another kind of impurity N,N-di(phenoxycarbonyl)-2-amino-4,6-dimethoxypyrimidine to increase, thereby affecting the purity of DPAP finished product; And in this method Significantly increased the amount of phenyl chloroformate, the unreacted raw material phenyl chloroformate is difficult to recover, the production cost is also increased, a large amount of phenol-containing wastewater is produced, and the corresponding three wastes pollution is increased. This route does not have practical industrial significance

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 2-amino-4,6-dimethoxypyrimidine (500.0g / 3.23mol) into a 5000ml flask, dissolve it with 1500ml 1,4-dioxane, add N,N-dimethylaniline (640ml / 4.8mol) and DMAP (7.8g), stir and mix well, slowly add phenyl chloroformate (750g / 4.80mol), control the temperature of the reaction solution not to exceed 40°C, stir the mixture at 35°C for 7h, stop the reaction, and dissolve the reaction mixture Slowly add 1500ml of water at 40°C to precipitate crystals, stir for 30 minutes to make a slurry, filter the crude product and further purify it with 50% 1,4-dioxane solution 1000ml at a temperature below 30°C, filter and dry to obtain 834.0g of the product , content 99.4%, yield 93.8%.

[0018] Filter the mother liquor and purify the mother liquor, adjust the pH to neutral, then add 600g of sodium chloride for salting out, separate the organic layer 1,4-dioxane, and distill the organic layer to remove water.

Embodiment 2

[0020] Add 2-amino-4,6-dimethoxypyrimidine (500.0g / 3.23mol) into a 5000ml flask, dissolve with 1500ml dimethyl carbonate, add N,N-dimethylaniline (640ml / 4.8mol) and DMAP (16.0g), stir and mix well, slowly add phenyl chloroformate (750g / 4.80mol), control the temperature of the reaction solution not to exceed 40°C, stir the mixture at 35°C for 8h, stop the reaction, and put the reaction mixture at 40°C Slowly add 1500ml of water to precipitate crystals, stir for 30 minutes and make a slurry. After filtration, the crude product is further purified with 1000ml of 70% dimethyl carbonate solution at a temperature below 30°C. After filtration and drying, 814.5g of the product is obtained, with a content of 99.3%. 91.6%.

[0021] After filtering the mother liquor and purifying the mother liquor, adjust the pH to be neutral, then add 600g of calcium chloride, separate the dimethyl carbonate in the organic layer by salting out, and distill the organic layer to remove water, and apply me...

Embodiment 3

[0023] Add 2-amino-4,6-dimethoxypyrimidine (500.0g / 3.23mol) in a 5000ml flask, dissolve it with 2000ml methyl tetrahydrofuran, add N,N-dimethylaniline (640ml / 4.8mol) and DMAP (7.8g), stir and mix well, slowly add phenyl chloroformate (750g / 4.80mol), control the temperature of the reaction solution not to exceed 40°C, stir the mixture at 35°C for 8h, stop the reaction, put the reaction mixture at 40°C Slowly add 1500ml of water to precipitate crystals, stir for 30 minutes to beat, and filter the crude product to further purify with 60% methyl tetrahydrofuran solution 1000ml at a temperature below 30°C, filter and dry to obtain 825.2g of the product, the content is 99.2%, and the yield is 92.8% .

[0024] After filtering the mother liquor and purifying the mother liquor, adjust the pH to be neutral, then add 500g of sodium chloride, separate the organic layer methyl tetrahydrofuran through salting out, and distill the organic layer to remove water.

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 provides a synthesis method for 4,6-dimethoxy-2-((phenoxy carbonyl) amino)-pyrimidine. According to the method, 2-amino-4,6-dimethoxy pyrimidine and phenyl chloroformate are used as raw materials, 1,4-dioxane, dimethyl carbonate or methyl tetrahydrofuran is used as a solvent, and in the presence of N,N-dimethylaniline, 4-(N,N- dimethylamino) pyridine (DMAP) is as a catalyst. The method disclosed by the invention is mild in reaction conditions; the average purity and yield of obtained products are high; and the recovery of the solvent is simple, so that the treatment pressure of the three wastes is small, and the production cost is further reduced.

Description

technical field [0001] The invention relates to a synthesis method of 4,6-dimethoxy-2-((phenoxycarbonyl)amino)-pyrimidine (DPAP). Important intermediates of sulfuron-methyl and pyrazosulfuron-methyl. Because the purity of DPAP directly affects the purity and quality of its downstream preparation of sulfonylurea herbicides, the preparation technology of high-purity DPAP is one of the important technologies to produce qualified or high-purity sulfonylurea herbicides. Background technique [0002] Intermediates for herbicides are preferably free of substantial amounts of impurities, especially impurities which would themselves be carried over to the final herbicide. Impurities in agricultural products are checked by strict regulations and subject to strict restrictions. Advantageous methods of preparing intermediates are those which facilitate not only high yields but also high purity production of the desired intermediates so that little further purification is required. ...

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): C07D239/52
CPCC07D239/52
Inventor 凌云李永芳王中奎
Owner INSIGHT FINECHEM
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com