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Synthesis method of flonicamid

A technology of flonicamid and its synthesis method, which is applied in the field of flonicamid synthesis, can solve the problems of poor atom economy, too long synthesis steps, and high production cost, and achieve high total yield, low equipment requirements, and low cost Effect

Pending Publication Date: 2022-01-14
江西汇和化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the purity of the product has been improved, the synthesis steps are too long, the atom economy is poor, the equipment investment is large, and the production cost is high

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 38.2g (0.2mol) of 4-trifluoromethylnicotinic acid, 23.7g (0.08mol) of triphosgene, 0.2g of N,N-dimethylformamide, and 120g of toluene into the flask, and stir the reaction at 80°C After 5 hours, a toluene solution of 4-trifluoromethylnicotinoyl chloride was obtained. In another flask, add 37.8g (0.45mol) of sodium bicarbonate, 20.8g (0.23mol) of aminoacetonitrile hydrochloride and 380g of water and stir until dissolved. The toluene solution of the acid chloride was reacted for 2 hours, filtered, the filter cake was washed with water, and dried to obtain 42 g of white solid flonicamid, the liquid phase content was 99.7%, and the yield was 91.7%.

Embodiment 2

[0025] Add 38.2g (0.2mol) of 4-trifluoromethylnicotinic acid, 23.7g (0.08mol) of triphosgene, 0.2g of N,N-dimethylformamide, and 120g of toluene into the flask, and stir the reaction at 80°C After 5 hours, a toluene solution of 4-trifluoromethylnicotinoyl chloride was obtained. In another flask, add 18.0g (0.45mol) of sodium hydroxide, 20.8g (0.23mol) of aminoacetonitrile hydrochloride and 380g of water and stir until dissolved, then add the above-prepared 4-trifluoromethyl fume The toluene solution of acid chloride was reacted for 2 hours, filtered, the filter cake was washed with water, and dried to obtain 41.5 g of white solid flonicamid, the liquid phase content was 99.7%, and the yield was 90.6%.

Embodiment 3

[0027] Add 38.2 g (0.2 mol) of 4-trifluoromethyl nicotinic acid, 28.5 g (0.24 mol) of thionyl chloride, 0.2 g of N,N-dimethylformamide, and 120 g of toluene into the flask. The reaction was stirred for 5 hours to obtain a toluene solution of 4-trifluoromethylnicotinoyl chloride. In another flask, add 24.4g (0.23mol) of sodium carbonate, 20.8g (0.23mol) of aminoacetonitrile hydrochloride and 380g of water and stir until dissolved, then add the prepared 4-trifluoromethylnicotinoyl chloride at 20°C The toluene solution was reacted for 2 hours, filtered, the filter cake was washed with water, and dried to obtain 41.8g of white solid flonicamid, the liquid phase content was 99.7%, and the yield was 91.3%. The results of the above application experiments show that the retention effect of the novel cationic hemicellulose solution prepared in the present invention is better than that of the comparative sample.

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Abstract

The invention relates to a synthesis method of flonicamid, which comprises the following steps of: reacting 4-trifluoromethyl nicotinic acid serving as a raw material through an acylating chlorination reagent to generate 4-trifluoromethyl nicotinoyl chloride, and performing amidation reaction on the 4-trifluoromethyl nicotinoyl chloride and aminoacetonitrile hydrochloride to obtain the flonicamid. Compared with the prior art, the preparation method has the advantages that the total yield of flonicamid is high, the cost is lower, operation is simple, the equipment requirement is low, and the requirement of industrial mass production can be met; and the process flow is simple, separation and purification are easy, and reaction conditions are mild.

Description

technical field [0001] The invention relates to the field of insecticides, in particular to a method for synthesizing flonicamid. Background technique [0002] Flonicamid (flonicamid) is a new type of pyridine amide insecticide developed by Ishihara Industry in Japan. According to the cooperation agreement, the market is mainly developed by the FMC company of the United States. In 2007, it obtained the temporary registration certificate of pesticide products in my country. The preparation is 10% water dispersion granules. Flunicamid works by hindering the sucking function of pests, and the pests stop sucking soon after ingesting the medicine, and finally die of starvation. Flunicamid is mainly used for non-agricultural crops, cotton, fruits and vegetables, and is effective against various piercing-sucking mouthparts pests. It has good systemic and osmotic effects, and can penetrate from roots to necks and leaves. [0003] Fluonicamid is a fluorinated neonicotinoid insectici...

Claims

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Application Information

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IPC IPC(8): C07D213/82
CPCC07D213/82
Inventor 尹旺华李辉虎刘洋陈毛瞿详昌谢晶
Owner 江西汇和化工有限公司
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