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Synthesis process of 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolyl-2-imine

A technology of picolyl and nitroimidazole, applied in botany equipment and methods, animal repellents, biocides, etc., can solve the problems of phytotoxicity, impact on production cost, high energy consumption of production process, etc., and achieve a short cycle Effect

Active Publication Date: 2006-10-18
JIANGSU CHANGQING AGROCHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The production process of this product not only has high energy consumption, which directly affects the production cost, but also contains impurities in the product, causing a series of defects in the use of the product, such as: the process discharges a large amount of three wastes, pollutes the environment, and the product is easy to damage crops, especially economic crops. Phytotoxicity

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0011] 1. Put 440 grams of DMF (dimethylformamide) with a water content of less than 0.1%, 90 grams of potassium carbonate, 107 grams of imidazolidine, and 0.1 grams of catalyst triethylbenzyl ammonium chloride in a 1000ml three-necked flask, stir, and heat up to 45°C.

[0012] 2. Add dropwise a mixture of 52 grams of pure 2-chloro-5-chloromethylpyridine and 50 grams of DMF, the dropping temperature is controlled at 45-55°C, the drop is completed in about 3 hours, and the temperature is kept for 30 minutes, and the sample is analyzed for 2-chloro -5-chloromethylpyridine (CCP) content, when the content is less than or equal to 0.1%, it is qualified.

[0013] 3. After the reaction, cool down to below 30°C, filter out the residue containing salt, and rinse with DMF for one to three times.

[0014] 4. Mix the filtrate of the above step 2 with the rinsing of step 3, and neutralize the mixed solution to a pH value of 7.0-7.5, remove the solvent DMF under vacuum, and remove the solv...

example 2

[0021] 1. Put 440 grams of DMF with a water content of less than 0.1%, 90 grams of potassium carbonate, 107 grams of imidazolidine, and 0.4 grams of catalyst tetrabutylammonium bromide or tetrabutylammonium chloride into a 1000ml three-necked flask, stir, and heat up to 50°C .

[0022] 2. Add a mixture of 52 grams of pure 2-chloro-5-chloromethylpyridine and 50 grams of DMF dropwise, the temperature of the addition is controlled at 45-55°C, the drop is completed in about 3 hours, and the temperature is kept for 30 minutes. Sampling and analysis of CCP content, when the content is less than or equal to 0.1%, it is qualified, and the reaction ends.

[0023] 3. Cool the above reaction mixture to below 30°C, filter out the salt-containing residue, and use DMF to control the water content below 0.1%.

[0024] 4. Mix the filtrate of the above step 2 with the rinsing of step 3, and neutralize the mixed solution to a pH value of 7.0-7.5, remove the solvent DMF under vacuum, and remove...

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PUM

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Abstract

The synthesis process of 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolyl-2-imine relates to farm pesticide imidacloprid synthesizing process. In dimethylforamide as solvent and with quaternary ammonium salt as catalyst, potassium carbonate, 2-chloro-5-chloro methyl pyridine and excessive imidazolyl alkane are condensed to produce 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolyl -2-imine. The present invention has short reaction period, high product purity and high product yield.

Description

technical field [0001] The invention relates to a synthesis process of imidacloprid, an agricultural insecticide. Background technique [0002] 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazole-2-imine is the general name of agricultural insecticides, and there are many ways to synthesize imidacloprid. The current report uses 2-chloro-5- Chloromethylpyridine is used as an intermediate to synthesize 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazole-2-imine, the reaction cycle is long, and the final product yield can only reach about 80%. (ie purity) is only 95%. The production process of this kind of product not only has high energy consumption, which directly affects the production cost, but also contains impurities in the product, which brings a series of defects to the use of the product, such as: the process discharges a large amount of three wastes, pollutes the environment, and the product is easy to damage crops, especially economic crops. produce harm. Contents of the inv...

Claims

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Application Information

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IPC IPC(8): C07D401/12A01N47/42
Inventor 吉志扬王建荣
Owner JIANGSU CHANGQING AGROCHEMICAL CO LTD
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