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Novel benzoylurea compound and use thereof

A technology of benzoyl urea and compounds, which is applied in new benzoyl urea compounds and their application fields, and can solve problems such as difficult synthesis, complex structure of substituted phenyl groups, and increased overall synthesis difficulty

Inactive Publication Date: 2004-01-07
YUNNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the complex structure of the substituted phenyl part of most benzoyl urea compounds, it is difficult to synthesize, thereby increasing the overall synthesis difficulty
And compound (I) has not been specifically synthesized by reacting compound (II) with compound (IV) to

Method used

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  • Novel benzoylurea compound and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] N-(2-chlorobenzoyl)-N'-(2,4-dinitrile-3,5,6-trifluorophenyl)urea Weigh 0.1 mole of just prepared benzoyl isocyanate II-1, and use Dry 1,2-dichloroethane to dissolve and dilute it in a flask equipped with a stirrer; weigh another 0.11 mole of aniline derivative IV-3, and also use dry 1,2-dichloroethane to make it fully Dissolved to make a solution, then slowly drop it into the above-mentioned ice-cooled reaction flask with stirring, and a white solid was precipitated immediately. After the exothermic reaction was completed, the reaction was continued for 24 hours, and the obtained solid was suction-filtered. Recrystallization gave 37 grams of white needle crystal N-(2-chlorobenzoyl)-N'-(2,4-dinitrile-3,5,6-trifluorophenyl)urea (I-3), producing The rate is 92%.

Embodiment 2

[0052] N-(2,6-difluorobenzoyl)-N'-(2,4-dinitrile-3,5,6-trifluorophenyl)urea weighed 0.1 mole of freshly prepared benzoyl isocyanate II- 2. Use dry 1,2-dichloroethane to dissolve and dilute it in a flask equipped with a stirrer; weigh 0.12 moles of aniline derivative IV-3, and also use dry 1,2-dichloroethane It was fully dissolved to make a solution, and then slowly dripped into the above-mentioned ice-cooled reaction flask under stirring, and a white solid was precipitated immediately. After the heat release was completed, the reaction was continued for 24 hours, and the obtained solid was filtered with suction. Recrystallization gave white needle crystal N-(2,6-difluorobenzoyl)-N'-(2,4-dinitrile-3,5,6-trifluorophenyl)urea (I-4)36 g, yield 94%.

Embodiment 3

[0054] N-(2,6-difluorobenzoyl)-N'-(2,4-dinitrile-3,6-difluoro-5-aminophenyl)urea Weigh 0.1 mole of freshly prepared benzoyl isocyanate II-2, use dry 1,2-dichloroethane to dissolve and dilute it in a flask equipped with a stirrer; take another 0.13 mole of aniline derivative IV-4, also use dry 1,2-dichloro Ethane was fully dissolved to make a solution, and then slowly dripped into the above-mentioned ice-cooled reaction flask under stirring, and a white solid was precipitated immediately. After the heat release was completed, the reaction was continued for 24 hours, and the obtained solid was filtered with suction. Recrystallization gave white needle crystal N-(2,6-difluorobenzoyl)-N'-(2,4-dinitrile-3,6-difluoro-5-aminophenyl)urea (I-7 ) 35 grams, yield 90%.

[0055] In the following, the insecticidal effect of the benzoylurea derivative preparation will be illustrated by taking the indoor insecticidal effect of the preparation containing the benzoylurea derivative.

[0056] ...

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Abstract

The present invention relates to a new type benzolyurea compound and its application. It is characterized by that it uses compound isocyanate and compound chlorothalonil derivative, and makes them produce reaction to prepare the invented product with higher insecticidal and ovicidal action. Said invention also provides its structural formula.

Description

technical field [0001] The invention relates to the preparation of novel benzoyl urea compounds by compound isocyanate and compound chlorothalonil derivatives, and the novel compound is used to control diamondback moth. Background technique [0002] Among the existing benzoyl urea compounds, it has been proved by a large number of experiments that a class of compounds whose basic structure is N-substituted benzyl-N-substituted benzoyl urea has higher insecticidal activity against pests, And it has higher safety to beneficial aquatic crustaceans. However, due to the complex structure of the substituted phenyl part of most benzoylurea compounds, it is difficult to synthesize, thereby increasing the overall difficulty of synthesis. And compound (I) has not been specifically synthesized by reacting compound (II) with compound (IV). which is: Contents of the invention [0003] The purpose of the present invention is to provide a kind of raw material that is easy to get, th...

Claims

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Application Information

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IPC IPC(8): A01N47/30C07C275/40
Inventor 林军徐蓉冒德寿严胜骄杨丽娟刘复初
Owner YUNNAN UNIV
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