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A synthetic method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide

The technology of a trifluoromethyl group and a synthetic method, applied in the field of pesticides, can solve the problems of high production safety risks and the like, and achieve the effects of convenient operation, simple process and good yield

Active Publication Date: 2015-07-08
WUXI JIABAO PESTICIDE & PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, highly toxic phosgene is required, which poses a high production safety risk

Method used

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  • A synthetic method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide
  • A synthetic method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide
  • A synthetic method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] After adding 19g (0.1mol) of 4-(trifluoromethyl)nicotinamide, 12.72g (0.12mol) of sodium carbonate and 80g of dimethylformamide in a 250mL reactor with a reflux condenser, at 15± 8.25 g (0.11 mol) of chloroacetonitrile was added dropwise with stirring at 5°C, and then the reaction temperature was raised to 80°C for 8 hours.

[0028] After the reaction, the liquid layer was analyzed by liquid chromatography, and the result was that the yield (selectivity) of N-cyanomethyl-4-(trifluoromethyl)nicotinamide was 96.8%, and 4-(trifluoromethyl) ) The conversion rate of nicotinamide is 98.9%, and the yield is selectivity, which is the converted yield without separation and purification.

Embodiment 2

[0030] After adding 19g (0.1mol) of 4-(trifluoromethyl)nicotinamide, 15.9g (0.15mol) of sodium carbonate and 100g of dimethylformamide in a 250mL reactor with a reflux condenser, at 15± 8.25 g (0.11 mol) of chloroacetonitrile was added dropwise with stirring at 5°C, and then the reaction temperature was raised to 80°C for 8 hours.

[0031] After the reaction, the liquid layer was analyzed by liquid chromatography, and the result was that the yield (selectivity) of N-cyanomethyl-4-(trifluoromethyl)nicotinamide was 96.5%, and 4-(trifluoromethyl) ) The conversion rate of nicotinamide is 98.6%, and the yield is selectivity, which is the converted yield without separation and purification.

Embodiment 3

[0033] After adding 19g (0.1mol) of 4-(trifluoromethyl)nicotinamide, 15.9g (0.15mol) of sodium carbonate and 100g of dimethylformamide in a 250mL reactor with a reflux condenser, at 15± 11.25 g (0.15 mol) of chloroacetonitrile was added dropwise with stirring at 5°C, and then the reaction temperature was raised to 80°C for 8 hours.

[0034] After the reaction, the liquid layer was analyzed by liquid chromatography, and the result was that the yield (selectivity) of N-cyanomethyl-4-(trifluoromethyl)nicotinamide was 96.2%, and 4-(trifluoromethyl) ) The conversion rate of nicotinamide is 98.1%, and the yield is selectivity, which is the converted yield without separation and purification.

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PUM

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Abstract

A synthetic method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide is disclosed. 4-(trifluoromethyl)nicotinamide and chloroacetonitrile are adopted as raw materials, and are synthesized into the N-cyanomethyl-4-(trifluoromethyl)nicotinamide under the existence of an acid-binding agent by one step. The chemical equation is shown in the specification. The method achieves synthesis in one step, and is high in conversion rate (not less than 98%), high in yield (not less than 95%), simple in process, convenient in operation and prone to industrial production.

Description

technical field [0001] The invention relates to the field of pesticides, in particular to a synthesis method of N-cyanomethyl-4-(trifluoromethyl)nicotinamide. Background technique [0002] N-cyanomethyl-4-(trifluoromethyl)nicotinamide, English common name: flonicamid, Chinese common name: flonicamid. N-cyanomethyl-4-(trifluoromethyl)nicotinamide is a new type of low-toxicity pyridine amide insect growth regulator insecticide. In 2007, it obtained the temporary registration certificate of my country's agricultural and national pesticide products. The preparation is 10% Water dispersible granules. N-cyanomethyl-4-(trifluoromethyl)nicotinamide is effective against various piercing-sucking mouthparts pests and has good penetration. It can penetrate from roots to stems and leaves, but the penetration from leaves to stems and roots is relatively weak. The agent works by hindering the sucking action of pests. The pests stop sucking soon after ingesting the potion, and finally di...

Claims

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Application Information

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IPC IPC(8): C07D213/82
CPCC07D213/82
Inventor 刘正勇王祥荣冷云芬王瑞初吴璇丁同富
Owner WUXI JIABAO PESTICIDE & PHARMA
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