Synthesis process for diafenthiuron as thiourea insecticide and acaricide

A technology for the synthesis of diafenthiuron, an acaricide diafenthiuron, is applied in the field of synthesis technology of diafenthiuron, an insecticide and acaricide based on thiourea, which can solve the problems of easy coking, difficulty in heating, high energy consumption, etc. The effect of mild reaction conditions and simple operation

Inactive Publication Date: 2013-03-27
JIANGSU CHANGQING AGROCHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the high temperature required for the reaction, general low-pressure steam heating is difficult to achieve, and the energy consumption is high; it is also prone to coking

Method used

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  • Synthesis process for diafenthiuron as thiourea insecticide and acaricide
  • Synthesis process for diafenthiuron as thiourea insecticide and acaricide
  • Synthesis process for diafenthiuron as thiourea insecticide and acaricide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (1) Take a 250 mL dry round bottom flask, add 7.65 g trimer phosgene and 13.7 g calcium carbonate to a mixed system consisting of 60 mL methyl chloride and 35 mL water under stirring. Then 17.4g of 2,6-diisopropyl-4-phenoxyaniline was slowly added dropwise to the above-mentioned mixed system, and the temperature of the system during the whole process was kept within the range of 0-5 degrees. The system was heated to reflux for 2 hours. After the reaction, the system was cooled and filtered, the organic phase was washed twice with 50 mL of water, and anhydrous Na 2 SO 4 After drying and concentrating, the oily crude product obtained will be directly used in the next reaction.

[0028] (2) Take a 50 mL dry round bottom flask, add 18.54 g of N-(2,6-diisopropyl-4-phenoxyphenyl) isocyanate and dilute with 10 mL of toluene, then add 13.8 g tert-butylamine. The reaction mixture was stirred at room temperature for 12 hours, and then the reaction system was concentrated and re...

Embodiment 2

[0031] (1) Take a 500 mL dry round bottom flask, add 15.3 g trimer phosgene and 27.4 g calcium carbonate to a mixed system consisting of 120 mL methyl chloride and 70 mL water under stirring. Then 34.8g of 2,6-diisopropyl-4-phenoxyaniline was slowly added dropwise to the above-mentioned mixed system, and the temperature of the system during the whole process was kept within the range of 0-5 degrees. The system is heated to reflux for 1-3 hours. After the reaction, the system was cooled and filtered, the organic phase was washed twice with 100 mL of water, and anhydrous Na 2 SO 4 After drying and concentrating, the oily crude product obtained will be directly used in the next reaction.

[0032] (2) Take a 100 mL dry round bottom flask, add 37.08g of N-(2,6-diisopropyl-4-phenoxyphenyl) isocyanate and dilute with 20mL of toluene, then add 27.6 g tert-butylamine. The reaction mixture was stirred at room temperature for 10-13 hours, and then the reaction system was concentrated an...

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Abstract

The invention discloses a synthesis research method for diafenthiuron as a novel thiourea insecticide and acaricide. The synthesis method comprises the following steps of: firstly, synthesizing an N-2,6-diisopropyl-4-phenoxylphenyl)isocyanate intermediate by taking 2,6-diisopropyl-4-aminobiphenyl ether and triphosgene as raw materials; then, subjecting the generated N-2,6-diisopropyl-4-phenoxylphenyl)isocyanate intermediate and tert-butylamine to a reaction to generate 3-(2,6-diisopropyl-4-phenoxylphenyl)-1-tert-butyl urea; and then, subjecting the 3-(2,6-diisopropyl-4-phenoxylphenyl)-1-tert-butyl urea and phosphorus pentasulfide to a reaction under the action of potassium carbonate to finally generate diafenthiuron. The synthesis process is a more effective method for synthesizing the diafenthiuron, which has the advantages of mild reaction conditions, simplicity in operation, cheaper raw materials, lower toxicity and the like.

Description

Technical field [0001] The invention relates to a synthesis process of thiourea insecticide and acaricide diafenthiuron, belonging to a synthesis process of insecticide and acaricide. Background technique [0002] Difentrauron is a new type of thiourea that can kill insects and acaricides. The diafenthiuron technical is a white to light gray powder with a pH of 7.5 at room temperature and is stable to light. The test results show that diafenthiuron has certain activity against targets such as Tetranychus cinnabarinus, Plutella xylostella, armyworm, broad bean aphid, whitefly, etc. The activity of diafenthiuron on Mythimna separata is shown to decrease with the increase of insect age. Diafenthiuron has a certain activity on insect eggs, and has high activity on the eggs of armyworm and panonychus citrus; diafenthiuron has two effects on pests: contact and stomach toxicity; and it has a positive temperature coefficient ; And has a good penetration effect, in the sun, the insectic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C335/18
Inventor 于国权袁宇张强龙丁华平
Owner JIANGSU CHANGQING AGROCHEMICAL CO LTD
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