Unlock instant, AI-driven research and patent intelligence for your innovation.

Improved method for industrial production of metamifop

A technology of oxacloplam and acylating reagent, which is applied in the field of improvement of industrial production of oxaclam, can solve the problems of serious equipment corrosion, no industrial value, and more nitrogen-containing waste water, etc., so as to reduce waste gas and waste. The production of liquid, the simplified production operation process, the effect of low-cost industrial production

Pending Publication Date: 2022-06-28
南京康立瑞生物科技有限公司
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problem of this process is that the utilization rate of molecules is poor, condensing agents such as DCC are expensive, and the products need to be purified by column chromatography, so there is no industrial value
[0008] The problems of this process are: the operation process of obtaining EZ01 produces a large amount of waste gas and waste liquid, and the operation is complicated, and the equipment is seriously corroded. In addition, triethylamine with a higher price is used in the further reaction process with N-methyl-o-fluoroaniline As an acid-binding agent, the post-treatment is cumbersome, and more nitrogen-containing wastewater is produced, which is not easy to dispose of.
[0011] The problems of this process are: the yield reported in the literature is low, the price of triphenylphosphine is relatively high, and the purification of the product requires column chromatography, which limits the industrial application

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
  • Improved method for industrial production of metamifop
  • Improved method for industrial production of metamifop
  • Improved method for industrial production of metamifop

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: The technical route is as follows:

[0035]

[0036] S1: Preparation of (R)-2-[4-(6-chlorobenzoxazole)oxy]phenoxypropionyl chloride (intermediate);

[0037] The raw material EZ02 (335.6 g, 1 mol) was dispersed in 3000 g of toluene, cooled to 0 ± 5 ° C, and thionyl chloride (176.9 g, 1.5 mol) was slowly added dropwise thereto, and the temperature was raised to 60-70 ° C after the dropwise addition. The reaction is carried out for 3-4 hours until the reaction is completed; the reaction solution is not purified, and the reaction of the next step is directly carried out after cooling down.

[0038] S2: the preparation of oxazolam;

[0039] After fully stirring and mixing N-methyl-o-fluoroaniline (125.15 g, 1.0 mol), sodium hydroxide (80 g, 2.0 mol) and 400 g of water, the temperature was controlled below 10°C, and the above-mentioned step S1 was added dropwise to it to prepare (R)-2-[4-(6-chlorobenzoxazole)oxy]phenoxy propionyl chloride (intermediate EZ01...

Embodiment 2

[0041] S1: Preparation of (R)-2-[4-(6-chlorobenzoxazole)oxy]phenoxypropionyl chloride (intermediate);

[0042] The raw material EZ02 (335.6 g, 1 mol) was dispersed in 3000 g of toluene, cooled to 0 ± 5 ° C, and thionyl chloride (176.9 g, 1.5 mol) was slowly added dropwise thereto, and the temperature was raised to 60-70 ° C after the dropwise addition. The reaction is carried out for 3-4 hours until the reaction is completed; the reaction solution is not purified, and the reaction of the next step is directly carried out after cooling down.

[0043] S2: the preparation of oxazolam;

[0044] After fully stirring and mixing N-methyl o-fluoroaniline (125.15 g, 1.0 mol), potassium hydroxide (112.2 g, 2.0 mol) and 400 g of water, the temperature was controlled below 10°C, and the above-mentioned step S1 was added dropwise to it to prepare. (R)-2-[4-(6-chlorobenzoxazole)oxy]phenoxypropionyl chloride (intermediate EZ01) suspension, keep stirring at room temperature for 1 hour until ...

Embodiment 3

[0046] S1: Preparation of (R)-2-[4-(6-chlorobenzoxazole)oxy]phenoxypropionyl chloride (intermediate);

[0047] The raw material EZ02 (335.6 g, 1 mol) was dispersed in 3000 g of toluene, cooled to 0 ± 5 ° C, and thionyl chloride (176.9 g, 1.5 mol) was slowly added dropwise thereto, and the temperature was raised to 60-70 ° C after the dropwise addition. The reaction is carried out for 3-4 hours until the reaction is completed; the reaction solution is not purified, and the reaction of the next step is directly carried out after cooling down.

[0048] S2: preparation of oxazolam;

[0049] After fully stirring and mixing N-methyl o-fluoroaniline (125.15 g, 1.0 mol), sodium carbonate (106 g, 1.0 mol) and 400 g of water, the temperature was controlled below 10°C, and the above-mentioned S1 step was added dropwise to it. (R)-2-[4-(6-Chlorobenzoxazole)oxy]phenoxypropionyl chloride (Intermediate EZ01) suspension, keep stirring at room temperature for 1 hour until the reaction is comp...

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 an improved method for industrial production of metamifop. The method comprises the following steps: reacting EZ02 with an acylation reagent to generate acyl halide EZ01; the generated acyl halide EZ01 reaction liquid is directly used for later steps without purification and treatment, namely, the obtained EZ01 reaction liquid is directly added into a mixed system of N-methyl o-fluoroaniline and an inorganic alkali aqueous solution to react to obtain metamifop. According to the metamifop synthesis method provided by the invention, acyl chloride concentration and re-dissolution processes are omitted, the generation of waste gas and waste liquid is remarkably reduced, raw materials and inorganic salts which are not completely reacted are directly removed through liquid separation in post-treatment, the production period is shortened, the production efficiency is improved, and the production operation process is remarkably simplified.

Description

technical field [0001] The invention relates to the technical field of preparing oxaflufen from EZ02, in particular to an improved method for the industrialized production of oxafen. Background technique [0002] Oxaflutamide is an aryloxyphenoxypropionate herbicide developed by the Korea Institute of Chemical Technology. Its chemical name is (2R)-2-[4-(6-chloro-2-benzoxazole]. base)phenoxy]-N-(2-fluorobenzene)-N-methylpropionamide, which can be used to control most annual grass weeds. Due to its low toxicity, it is safe to the environment and rice. Has broad market prospects. Its structural formula is as follows: [0003] [0004] At present, the synthetic process route of oxazolam mainly has the following three kinds: [0005] (1) mentioned in the phenoxypropionic acid N-alkyl-N-2-fluorophenylamide compound with herbicidal activity disclosed by patent CN1141876C: EZ02 and o-fluoroaniline are reacted under the action of condensing agents such as DCC, and further Meth...

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): C07D263/58
CPCC07D263/58
Inventor 黄陈赛赵国新吴荣菅九彬蒋亮
Owner 南京康立瑞生物科技有限公司