Methylene technique for producing acetochlor

A production process, the technology of acetochlor, applied in the field of pesticides, can solve the problems of excessive discharge of "three wastes", impact on product safety, and large solvent consumption

Inactive Publication Date: 2008-09-24
INNER MONGOLIA HONGYU TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problem that this method exists mainly is: adopt xylene to make solvent in the reaction, " three wastes " discharges a lot in the production process, and environmental pollution is big; Contain carcinogen chloromethyl ethyl ether in the obtained acetochlor product simultaneously, to the product's safety Security has a big impact and therefore affects the use of the product
In addition, although there are individual reports abroad on the production of amide compounds by the ethylene aniline method, there is also a problem of using a large number of aromatic solvents such as xylene in the production process, which leads to large solvent consumption, high cost, and great environmental pollution. and lower yield

Method used

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  • Methylene technique for producing acetochlor
  • Methylene technique for producing acetochlor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Take 2-methyl-6-ethylaniline 62g, add cyclohexane 150g, 95% ethanol 16g, stabilizer NH 4 Add 0.5g of HS, 28g of paraformaldehyde, and 0.15g of catalyst sodium hydroxide into a 500ml four-neck flask, stir, raise the temperature to 36°C and react for 50 minutes, then start water separation. After the water separation is completed, distill out cyclohexane to obtain Methylidene 67.1g, content 99%, conversion rate 99.4%.

[0020] Take 60g of chloroacetyl chloride and 67.1g of methylene chloride, add them into a 500ml four-neck flask, stir, keep the temperature below 20°C, and react for 2 hours, add 100g of absolute ethanol to react for 2 hours, and pass through NH 3 When the pH was about 7-9, the solid ammonium chloride was filtered out, and the cyclohexane was distilled off from the filtrate to obtain 122.5 g of acetochlor with a content of 94.5% and a conversion rate of 94%.

Embodiment 2

[0022] Take 2-methyl-6-ethylaniline 62g, add cyclohexane and petroleum ether mixed solvent 110g (petroleum ether quality accounts for 80%), 95% ethanol 16g, the stabilizer NH that molar ratio is 1: 1 4 Add 0.3g of HS and Fe powder, 28g of paraformaldehyde, and 0.5g of tri-n-butylamine into a 500ml four-necked bottle and stir. After raising the temperature to 60°C and reacting for 40 minutes, water separation begins. After the water separation is completed, the solvent is evaporated. 67.3 g of methylene was obtained, the content was 99.1%, and the conversion rate was 98.8%.

[0023] Take 62g of chloroacetyl chloride and 67.3g of methylene chloride, add them into a 500ml four-neck flask, stir, keep below 20°C, react for 2 hours, add 200g of absolute ethanol to react for 2 hours, and pass through NH 3 When the pH was about 7-9, solid ammonium chloride was obtained by filtration, and cyclohexane and petroleum ether were distilled from the filtrate to obtain 121.9 g of acetochlor, ...

Embodiment 3

[0025] Get 2-methyl-6-ethylaniline 62g, add sherwood oil 60g respectively, 95% ethanol 16g, stabilizer (NH 4 ) 2 Add 0.35g of S, 28g of paraformaldehyde, and 0.5g of pyridine into a 500ml four-neck bottle, stir, heat up to 66°C and react for 40 minutes, then start water separation. After water separation, distill petroleum ether to obtain 66.8g of methylene , content 99.3%, conversion rate 98.3%.

[0026] Take 60g of chloroacetyl chloride and 67g of methylene chloride, add them into a 500ml four-neck flask, stir, keep the temperature below 20°C, and react for 2 hours, add 200g of absolute ethanol to react for 2 hours, and pass through NH 3 When the pH is about 7-9, solid ammonium chloride is obtained by filtration, and petroleum ether is evaporated from the filtrate to obtain 122.2 g of acetochlor with a content of 95% and a conversion rate of 94.1%.

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Abstract

The present invention relates to a preparation process of acetochlor in a methylene method, and is characterized in that the production process comprises the following steps: (1) under the influence of a catalyst and a stabilizer, 2-methyl-6-diethylaniline and paraformaldehyde have dehydration reaction in non-aromatic solvent cyclohexane, petroleum ether or the mixture of the cyclohexane and the petroleum ether, to prepare 2-methyl-6-ethyl-N-methylene aniline that requires no purification for the reaction in the next step; (2) under the condition with non-aromatic solvents or without solvents, the prepared 2-methyl-6-ethyl-N-methylene aniline and chloroacetic chloride have acylation reaction; then the products prepared in the acylation reaction and anhydrous alcohol react to prepare the crude product; and the acetochlor with more than 93 percent of the acetochlor content can be separated and prepared.

Description

technical field [0001] The invention relates to the field of pesticides, in particular to a novel production process of acetochlor-methylidene method. Background technique [0002] Acetochlor, the common name is Acetochlor, and the chemical name is 2'-methyl-6'-ethyl-N-(ethoxymethyl)-2-chloroacetanilide, which is the choice researched and developed by Monsanto Company of the United States Sexual pre-emergent herbicide, can be absorbed by the young shoots and young roots of weeds, inhibit the protein synthesis of weeds and cause the death of weeds, and its effective period in the soil can reach about 2 months. The chemical structural formula of acetochlor is as follows: [0003] [0004] The present domestic acetochlor synthetic method is mainly the chlorinated ether method, and this method comprises the steps: (1) in xylene solvent, 2,6-methylethylaniline is reacted with chloroacetic acid and phosphorus trichloride to generate 2, 6-methylethyl chloroacetanilide; (2) eth...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/18C07C231/02A01P13/00
Inventor 赵玉坤李传碧朱东升赵玉凤谢海峰
Owner INNER MONGOLIA HONGYU TECH
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