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Synthetic method of kresoxim methyl

A synthetic method, the technology of kresoxim-methyl, which is applied in the field of fine chemical industry, can solve the problems of high cost and achieve the effects of low cost, improved process yield and simple operation

Pending Publication Date: 2019-04-19
JINGBO AGROCHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this process route, the total yield is only 35%, and the cost is relatively high, so hydrochloric acid gas is still used in large quantities

Method used

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  • Synthetic method of kresoxim methyl
  • Synthetic method of kresoxim methyl
  • Synthetic method of kresoxim methyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A kind of synthetic method of kresoxim-methyl, its specific steps are:

[0030] (1) Preparation of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile

[0031] Add 1mol of 2-(2-methylphenoxymethyl)benzoyl cyanide and 1.1mol of methoxylamine hydrochloride to 5 times the volume of methanol, drop into 0.01mol of benzyltriethylammonium chloride, and heat up To 60°C, keep warm until 2-(2-methylphenoxymethyl)benzoyl cyanide remains 0.5%, to obtain 2-methoxyimino-2-[2-(2-methylphenoxymethyl) ) methanol solution of phenyl] acetonitrile;

[0032] (2) Preparation of Kresoxim-methyl by pinner reaction

[0033] After the methanol solution of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile obtained above was cooled to 5°C, hydrochloric acid gas was passed into the system, and the amount of hydrochloric acid gas It is 1.1mol. After the hydrochloric acid gas is passed through, the temperature is slowly raised to 15°C, and the reaction is kept until the rem...

Embodiment 2

[0035] A kind of synthetic method of kresoxim-methyl, its specific steps are:

[0036] (1) Preparation of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile 2-(2-methylphenoxymethyl)benzoyl Add cyanogen and 2.1mol methoxyamine hydrochloride to 6 times the volume of methanol, add 0.02mol tetrabutylammonium bromide, heat up to 58°C, and keep warm until 2-(2-methylphenoxymethyl)benzyl Acyl cyanide remained 0.5% to obtain a methanol solution of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile;

[0037] (2) Preparation of Kresoxim-methyl by pinner reaction

[0038] After the methanol solution of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile obtained above was cooled to 8°C, hydrochloric acid gas was passed into the system, and the amount of hydrochloric acid gas It is 2.3mol. After the hydrochloric acid gas is passed through, the temperature is slowly raised to 20°C, and the reaction is kept until 2-methoxyimino-2-[2-(2-methylphenoxymeth...

Embodiment 3

[0040] A kind of synthetic method of kresoxim-methyl, its specific steps are:

[0041] (1) Preparation of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile with 2.5mol of 2-(2-methylphenoxymethyl)benzene Acyl cyanide and 2.7mol methoxylamine hydrochloride were added to 3 times the volume of methanol, 2.7mol of 4-dimethylaminopyridine was added, the temperature was raised to 55°C, and the temperature was kept until 2-(2-methylphenoxymethyl)benzene 0.5% of formyl cyanide remained to obtain a methanol solution of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile.

[0042] (2) Preparation of Kresoxim-methyl by pinner reaction

[0043] After the methanol solution of 2-methoxyimino-2-[2-(2-methylphenoxymethyl)phenyl]acetonitrile obtained above was cooled to 10°C, hydrochloric acid gas was passed into the system, and the amount of hydrochloric acid gas It is 3.1mol, after the hydrochloric acid gas is passed through, the temperature is slowly raised to 18°C, ...

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Abstract

The invention belongs to the technical field of fine chemical industry, and relates to a pesticide chemical synthesis technology, especially to a synthetic method of kresoxim methyl. The synthetic method uses 2-(2-methylphenoxymethyl)benzoyl cyanide as an initial raw material to react with methoxyamine hydrochloride. Hydrochloric acid gas is introduced into a system after the reaction is completed. The method has the advantages of short reaction period, high conversion rate and excellent product quality. The content of the synthesized kresoxim methyl is above 99%, which satisfies the technicalrequirements of the market for kresoxim methyl.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and relates to the synthesis technology of pesticide chemicals, in particular to a synthesis method of kresoxim-methyl. Background technique [0002] Kresoxim-methyl is the first discovered methoxyacrylic fungicide drug. In addition to its bactericidal effect, Kresoxim-methyl can also promote the growth of many cereal crops, and can delay plant aging and enhance plants' absorption of nitrogen and carbon dioxide. And utilization, there is a very large application prospect in the market. [0003] At present, the main method for preparing kresoxim-methyl is as follows: [0004] Synthetic route one: [0005] [0006] Using phthalide as raw material, phthalide reacts with o-cresol to generate 2-(2-methylphenoxymethyl)benzoic acid, then chlorates to obtain acid chloride, and then reacts with sodium cyanide to obtain 2-(2- Methylphenoxymethyl) benzoyl cyanide, 2-(2-methylphenoxymethyl) benz...

Claims

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Application Information

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IPC IPC(8): C07C251/40
CPCC07C251/40
Inventor 王帅帅成道泉韦能春张耀中
Owner JINGBO AGROCHEM TECH CO LTD
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