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Synthesis method of imidacloprid as insecticide

A synthetic method, imidacloprid technology, applied in the field of synthesis of the insecticide imidacloprid, can solve the problems of low cost of raw materials, pollution of "three wastes", long steps, etc., and achieve the effect of high yield and short synthesis process

Inactive Publication Date: 2014-05-07
JIANGSU KESHENG CROP TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The cost of raw materials used in this method is low, and the product quality is good, but the steps are long, and the "three wastes" and pollution are relatively large

Method used

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  • Synthesis method of imidacloprid as insecticide
  • Synthesis method of imidacloprid as insecticide

Examples

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Embodiment 1

[0015] A kind of synthetic method of insecticide imidacloprid is characterized in that, comprises the steps:

[0016] 1) Using 280g of N-benzyl-N-propenylacetamide as raw material, in the solvent dimethylformamide, react with 919.8g of phosphorus oxychloride at 100°C for 14-16h with stirring, and then further dichloride Chlorination in sulfone, lowering the temperature and maintaining the temperature at 15-20°C, performing vacuum suction to remove unreacted phosphorus oxychloride to obtain 291.7g of 2-chloro-5-chloromethylpyridine;

[0017] 2) Dissolve 291.7g 2-chloro-5-chloromethylpyridine and 257.4g imidazolidine in acetonitrile, add K 2 CO 3 , with the participation of CsCl, heated to reflux for 5 hours to obtain 434.69g of the product 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazole-2-imine. The product yield is 94.4%.

Embodiment 2

[0019] A kind of synthetic method of insecticide imidacloprid is characterized in that, comprises the steps:

[0020] 1) Using 280g of N-benzyl-N-propenylacetamide as the raw material, in the solvent dimethylformamide, react with 1839.6g of phosphorus oxychloride at 100°C for 14-16h with stirring, and then further dichloride Chlorination in sulfone, lowering the temperature and maintaining the temperature at 15-20°C, performing vacuum suction to remove unreacted phosphorus oxychloride to obtain 307.8g of 2-chloro-5-chloromethylpyridine;

[0021] 2) Dissolve 307.8g 2-chloro-5-chloromethylpyridine and 296.4g imidazolidine in acetonitrile, add K 2 CO 3 , with the participation of CsCl, heated to reflux for 5 hours to obtain 473.05 g of the product 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazole-2-imine. The product yield is 97.4%.

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Abstract

The invention discloses a synthesis method of imidacloprid as an insecticide. The synthesis method comprises the following steps: (1) by taking N-benzyl-N-propenylacetamide as a raw material, enabling the N-benzyl-N-propenylacetamide and phosphorus oxychloride to react in a solvent dimethylformamide at the temperature of 100 DEG C for 14-16h while stirring, then, further chloridizing in thionyl chloride, cooling, keeping the temperature at 15-20 DEG C, and performing suction to remove unreacted phosphorus oxychloride in vacuum to obtain 2-chloro-5-nitrapyrin; and (2) dissolving the 2-chloro-5-nitrapyrin and imidazolidine into acetonitrile, adding an acid absorbent, and carrying out heating reflux for 5h in the presence of CsCl to obtain the product, i.e., 1-(6-chloro-3-pyridinylmethyl)-N-nitroimidazole-2-imide. The method disclosed by the invention is short in route, high in yield and not easy to generate three wastes.

Description

Technical field [0001] The invention belongs to the technical field of pesticides, and specifically relates to a method for synthesizing the pesticide imidacloprid. Background technique [0002] Imidacloprid was first jointly developed by Japan Specialty Pesticides Co., Ltd. and Germany's Bayer Company in the 1980s. It is a new type of ultra-efficient internally absorbed broad-spectrum nicotine insecticide with high selectivity, low toxicity, and no harmful effects on the skin. Little irritation, high efficiency, low pollution, chemical name: 1-(6-chloro-3-pyridylmethyl)-N-nitroimidazole-2-imine, the mechanism of action of imidacloprid is different from that of general pesticides, carbamic acid Esters and organophosphorus pesticides destroy the nerve fibers of insects by destroying acetylcholinesterase. Synthetic pyrethroid pesticides can destroy the sodium ion channel on the nerve cell membrane, causing the electrical impulses that rely on this channel to be blocked. Imidac...

Claims

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Application Information

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IPC IPC(8): C07D401/06
CPCC07D401/06
Inventor 吴伟熊燕玲吴静吴重言徐其文
Owner JIANGSU KESHENG CROP TECH
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