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Method for preparing bifenthrin

A technology of bifenthrin and bifenthrin, which is applied in the field of preparing bifenthrin, can solve the problems of increasing the difficulty and workload of wastewater treatment, failing to meet discharge standards, and high ammonia nitrogen content, so as to reduce raw material consumption and lighten the The effect of labor intensity and high yield

Inactive Publication Date: 2013-09-25
YINGDE GREATCHEM CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The main problem of the above-mentioned reaction is that pyridine with high toxicity and bad smell is used as the acid-binding agent, and methylene chloride with a low boiling point is used as the reaction medium, so that there will be residual pyridine in the production wastewater, thereby increasing the waste water treatment. The difficulty and workload; the treated wastewater will inevitably fail to meet the required discharge standards due to high ammonia nitrogen content

Method used

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  • Method for preparing bifenthrin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] In a 250ml four-necked flask equipped with stirring, thermometer, condenser, and dropping device, first add 100.0 grams of toluene and 30.0 grams (0.1498 mol) of biphenyl alcohol, and start stirring. Raise the temperature to 50°C, stir and dissolve for 0.5 hours, cool down to 10°C, and then add 6.3 grams of sodium hydroxide (96.0% content, 40 grams of water, and 0.1 grams of catalyst tetrabutylammonium chloride.

[0032] Raise the temperature to 18°C, start to slowly add 40.0 grams (0.1514mol) of trifluorochrysanthemum acid chloride dropwise, the dropwise addition time is 4 hours, measure the pH of the reaction solution after the dropwise addition is 8.5, keep the reaction at 18°C ​​for 0.5-1.0 hours, Sampling was carried out for central control (gas chromatography area normalization method), the content of biphenyl alcohol was detected to be 0.8%, and the stirring was stopped.

[0033] Let the reaction materials stand for 0.5-1.0 hours, separate layers, wash the upper ...

Embodiment 2

[0035] In a 250ml four-necked flask equipped with stirring, thermometer, condenser, and dropping device, first add 100.0 grams of toluene and 30.0 grams (0.1498 mol) of biphenyl alcohol, and start stirring. Raise the temperature to 53°C, stir and dissolve for 0.8 hours, then cool down to 13°C, then add 8.82 grams of potassium hydroxide, 40 grams of water, and 0.1 grams of catalyst tetrabutylammonium chloride.

[0036] Raise the temperature to 19°C, start to slowly add 40.0 grams (0.1514mol) of trifluorochrysanthemum acid chloride dropwise, the dropwise addition time is 4.5 hours, measure the pH of the reaction solution after the dropwise addition is 10.6, keep the reaction at 19°C for 0.5-1.0 hours, Sampling was carried out for central control (gas chromatography area normalization method), the content of biphenyl alcohol was detected to be 1.5%, the temperature was raised to 45-50° C., stirred for another 1.0 hour, and the stirring was stopped.

[0037] Let the reaction mater...

Embodiment 3

[0039] In a 250ml four-necked flask equipped with stirring, thermometer, condenser, and dropping device, first add 100.0 grams of toluene and 30.0 grams (0.1498 mol) of biphenyl alcohol, and start stirring. Raise the temperature to 55°C, stir and dissolve for 1.0 hour, then cool down to 15°C, then add 8.0 g of sodium carbonate, 40 g of water, and 0.1 g of catalyst tetrabutylammonium chloride.

[0040] Raise the temperature to 20°C, start to slowly add 40.0 grams (0.1514mol) of trifluorochrysanthemum acid chloride dropwise, the dropwise addition time is 5 hours, measure the pH of the reaction solution after the dropwise addition is 7.6, keep the reaction at 20°C for 0.5-1.0 hours, Sampling was carried out for central control (gas chromatography area normalization method), the content of biphenyl alcohol was detected to be 1.35%, the temperature was raised to 45-50° C., stirred for another 1.0 hour, and the stirring was stopped.

[0041] Subsequent steps are the same as in Examp...

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Abstract

The invention discloses a method for preparing bifenthrin. The method comprises: a condensation reaction of cis-Z-3-(2-chloro-3,3,3-triflulo-1-propenyl)-2,2-dimethyl cyclopropane carbonyl chloride and 2-methyl-3-biphenylmethyanol is carried out under a condition of an alkali metal compound or an alkaline earth metal compound as an acid-binding agent, and bifenthrin is obtained. Bifenthrin prepared by the method has high yield and high content, wherein the yield reaches 92.0-95.0%, and the content reaches 95.0-98.5%. At the same time, the alkali metal compound or the alkaline earth metal compound instead of pyridine is used as the acid-binding agent, and thus the harm of pyridine to human and environment can be effectively reduced, the consumption of raw materials is reduced, and the labor strength of operating personnel is relieved.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a method for preparing bifenthrin, in particular to the preparation of biphenyl by condensation of trifluorochrysanthemum acid chloride and biphenyl alcohol under the condition of an alkali metal compound or an alkaline earth metal compound as an acid-binding agent permethrin method. Background technique [0002] Bifenthrin (bifenthrin; FMC-54800; Biphenthrin; Brigade; Capture; Talstar), the chemical name is 2-methylbiphenyl-3-ylmethyl-(Z)-(1RS)-cis-3-( 2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropane carboxylate, also known as bifenthrin, Uranus, insect mite or Bifenning, The original drug is a brownish or white solid, with a melting point of 68-70.6°C / pure product and 57-64°C / original drug. It is one of the new pyrethroid agricultural insecticides developed rapidly in the 1970s-1980s. Widely used in various countries. [0003] Bifenthrin has moderate toxi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/743C07C67/14
Inventor 贾凤聪蔡丹群梅晓玲吴光辉刘红霞闫立新
Owner YINGDE GREATCHEM CHEM
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