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Synthetic method of imidacloprid

A synthetic method and technology of imidacloprid, which is applied in the field of synthesis of the insecticide imidacloprid, can solve the problems of poor product purity, low product purity, long reaction cycle, etc., and achieve the promotion of positive reaction balance, high catalytic activity, and reduction of side effects. The effect of the product

Active Publication Date: 2013-05-01
SHANDONG UNITED PESTICIDE IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the traditional imidacloprid production process at home and abroad has gradually screened out solvents and alkalis that are better for the synthesis of imidacloprid, but the specific synthesis method is still simply mixing various raw materials with solvents and catalysts and then directly reacting, and there is a common reaction cycle. long time, high energy consumption, excessive by-products, and low yield
[0004] Patent CN101011057 uses 2-chloro-5-chloromethylpyridine and 2-nitroiminoimidazolidine as raw materials, selects a high boiling point protic solvent, and reacts in the presence of alkali metal hydroxide, and the yield is improved , but because the reaction is a two-phase reaction, there are still problems of long reaction time and low product purity
Patent CN201010197424 uses quaternary ammonium salts as phase transfer catalysts to increase the reaction rate and reduce the reaction conditions, but there are many by-products and the product purity is still not good

Method used

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Examples

Experimental program
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Effect test

preparation example Construction

[0023] A kind of synthetic method of imidacloprid of the present invention, its synthetic steps are as follows:

[0024] ① Add amines to the reactor first, then add 2-chloro-5-chloromethylpyridine and solvent in sequence, heat and reflux for 2 hours, then cool to 45°C to obtain a catalyst solution, in which the amines and 2-chloro The molar ratio of -5-chloromethylpyridine is 0.8~1.5:1, and the mass ratio of 2-chloro-5-chloromethylpyridine to solvent is 1:5;

[0025] ②Then add solvent, 2-nitroiminoimidazolidine, and 1 / 5 amount of alkali metal hydroxide to the catalyst solution in sequence, heat to 45°C and keep for 30 minutes under stirring, the solvent and 2-nitroiminoimidazolidine The mass ratio is 5~10:1;

[0026] ③After the heat preservation is over, add 9.1%~16.7% of the solvent solution of 2-chloro-5-chloromethylpyridine dropwise to the reaction solution, add dropwise for 30min each time, 4 times in total, and add to the reaction solution after each dropwise addition A...

Embodiment 1

[0033] Embodiment 1 Concrete synthetic steps are as follows:

[0034] ①Add 0.9g 1,8-diazabicyclo[5.4.0]undec-7-ene to the reactor first, then add 1.2g 2-chloro-5-chloromethylpyridine and 6.0g methanol , after heating to reflux for 2 hours, cooled to 45°C to obtain 8.1g catalyst solution;

[0035] ②Then add 390.3g methanol, 78.06g 2-nitroiminoimidazolidine and 4g sodium hydroxide to 8.1g catalyst solution in sequence, and heat to 45°C for 30min while stirring;

[0036] ③ After the heat preservation is over, add 9.1% methanol solution of 2-chloro-5-chloromethylpyridine dropwise to the reaction solution, dropwise for 30 minutes each time, for a total of 4 times, and add 890.1g of 2-chloro-5-chloropyridine dropwise in total For the methanol solution of picoline, add 4g sodium hydroxide to the reaction solution after each dropwise addition, for a total of 4 times, and keep the reaction for 1h after the last addition of sodium hydroxide;

[0037] ④ After the heat preservation reac...

Embodiment 2

[0038] Embodiment 2 Concrete synthetic steps are as follows:

[0039] ① First add 8.75g of triethylamine to the reactor, then add 9.3g of 2-chloro-5-chloromethylpyridine and 46.7g of ethanol in sequence, heat to reflux for 2 hours, then cool to 45°C to obtain 64.8g of catalyst solution;

[0040]②Then add 1.82kg of ethanol, 182.14g of 2-nitroiminoimidazolidine, and 15.68g of potassium hydroxide to 64.8g of the catalyst solution in sequence, and heat to 45°C for 30min while stirring;

[0041] ③ After the heat preservation is over, add 16.7% ethanol solution of 2-chloro-5-chloromethylpyridine dropwise to the reaction solution, dropwise for 30 minutes each time, 4 times in total, and add 970.1g of 2-chloro-5-chloropyridine dropwise in total For the ethanol solution of picoline, add 15.68g potassium hydroxide to the reaction solution after each dropwise addition, for a total of 4 times, and keep the reaction for 2h after the last addition of potassium hydroxide;

[0042] ④ After t...

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PUM

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Abstract

The invention provides a synthetic method of imidacloprid, which comprises the synthetic steps of (1) sequentially adding an amine substance, 2-chlorine-5-chlorine picoline and a solvent into a reactor, conducting heating reflux for 2h, cooling, obtaining a catalyst solution, (2) sequentially adding a solvent, 2-nitryl imidogen imidazolidine and 1 / 5 alkali metal hydroxide into the catalyst solution, stirring, heating to 45 DEG C for heat preservation; (3) dropwise adding a solvent solution of 2-chlorine-5-chlorine picoline into reaction liquid for 30min each time and for four times totally after the heat preservation is over, adding 1 / 5 alkali metal hydroxide into the reaction liquid after dropwise adding the solvent solution each time, conducting heat preservation reaction for 1-2h after finishing the adding, and (4) conducting water washing for three times after the reaction is over, distilling the solvent out, crystallizing at 5 DEG C below zero, conducting suction filtration, drying, and obtaining a crude product of imidacloprid. According to the synthetic method, the reaction time is short; by-products are few; the purity of the crude product of imidacloprid reaches 98%; and a yield reaches 95.3%.

Description

technical field [0001] The invention relates to the field of insecticides, in particular to a method for synthesizing the insecticide imidacloprid. Background technique [0002] As an insecticide that works by blocking the nervous system of insects, imidacloprid has three functions of systemic conductivity, contact killing and gastric toxicity. It is known as one of the three major insecticides across the century. Prospects for Traditional Highly Toxic Pesticides. [0003] At present, the traditional imidacloprid production process at home and abroad has gradually screened out solvents and alkalis that are better for the synthesis of imidacloprid, but the specific synthesis method is still simply mixing various raw materials with solvents and catalysts and then directly reacting, and there is a common reaction cycle. long, high energy consumption, excessive by-products, and low yield. [0004] Patent CN101011057 uses 2-chloro-5-chloromethylpyridine and 2-nitroiminoimidazo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/06
Inventor 王如军俞先怀吴雪潘光明唐剑峰
Owner SHANDONG UNITED PESTICIDE IND CO LTD
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