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A kind of method for synthesizing imidacloprid in high yield

A technology for imidacloprid and compounds, applied in the field of imidacloprid synthesis and imidacloprid synthesis, can solve the problems of poor safety, poor stability, easy to produce explosions, etc., and achieve the effects of easy industrialization, good product purity, and high process safety.

Active Publication Date: 2022-04-22
JIANGSU YANGNONG CHEM GROUP +3
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This process uses nitroguanidine with poor stability as raw material, which is easy to produce explosives and has poor safety. Generally, guanidine nitrate is used as raw material in factory production to produce nitroguanidine through sulfuric acid dehydration, and there are still safety risks in the storage process.
Patent CN 107445897 A uses nitroguanidine and ethylenediamine to synthesize imidazolidine, and the yield is only 90%

Method used

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  • A kind of method for synthesizing imidacloprid in high yield
  • A kind of method for synthesizing imidacloprid in high yield
  • A kind of method for synthesizing imidacloprid in high yield

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Experimental program
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Effect test

Embodiment 1

[0019] Amination: 30.0g of 50% NaOH, 112.0g of ethylenediamine and 200mL of acetonitrile were put into a 1000mL four-necked bottle; 63.0g of 95.88% 2-chloro-5-chloromethylpyridine was dissolved in 100mL of acetonitrile and placed in a 250mL dropping funnel inside. A 1000mL four-neck flask was placed in an ice-water bath, the temperature of the system was controlled at 8-10°C, and the dropping time was controlled at about 1h. After the dropwise addition of the acetonitrile solution of 2-chloro-5-chloromethylpyridine, the temperature of the system began to rise. After the system was heated to 30° C., it was kept for 3 hours, and the reaction process ended. After the reaction is over, the solvent is recovered by precipitation, the temperature is lowered, suction filtration, and the residue obtained by negative pressure precipitation is N 1 -((6-Chloropyridin-3-yl)methyl)ethane-1,2-diamine imine 69.51 g, product purity 97.98%, yield 98.4%.

[0020] Cyclization: Put 400 g of an a...

Embodiment 2-6

[0023] On the basis of embodiment 1, change amination reaction temperature, time, other conditions are constant, and reaction result is as follows:

[0024]

Embodiment 7-9

[0026] On the basis of Example 1, using compound 1 obtained by amination as a raw material, the cyclization raw material cyanogen bromide is changed into other cyanogen halides, and other conditions remain unchanged, the results are as follows:

[0027]

[0028]

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Abstract

The invention provides a high-yield method for synthesizing imidacloprid, using 2-chloro-5-chloromethylpyridine, ethylenediamine and cyanogen halide as raw materials to synthesize imidacloprid through amination, cyclization, nitration and other steps. The method has high production process safety, good product purity and high yield, and is easy to realize industrialization.

Description

technical field [0001] The invention belongs to the technical field of petrochemical industry and relates to a method for synthesizing imidacloprid, in particular to a method for synthesizing imidacloprid with 2-chloro-5-chloromethylpyridine, ethylenediamine and cyanogen halide as raw materials. Background technique [0002] The scientific name of imidacloprid is 1-(6-chloropyridin-3-pyridylmethyl)-N-nitroimidazolidine, which is a super-efficient neonicotinoid insecticide with broad-spectrum, high efficiency, low toxicity and low residue, and is not easy for pests It produces resistance and has been widely used in the control of diseases and insect pests in rice, potato, cotton, corn, sugar beet and other crops. [0003] The traditional synthetic method of imidacloprid is the imidazolidine method, which is carried out in two steps: 1) taking nitroguanidine and ethylenediamine as raw materials, reacting and crystallizing in water to obtain imidazolidine solid; 2) using 2-chlo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/06
CPCC07D401/06
Inventor 王刚许越郭玉秀王根林丁克鸿徐林王浩张曦廖强
Owner JIANGSU YANGNONG CHEM GROUP
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