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Pesticide and its preparing method

A technology of insecticide and insecticidal activity, applied in the field of insecticide and its preparation of fused ring derivatives, which can solve the problems of paralysis of target pests, loss of function of nerve cells, poor coordination, etc.

Inactive Publication Date: 2005-09-07
王正权
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its mechanism of action is to block the sodium ion channel in insect nerve cells, thereby making the nerve cells lose their function, resulting in paralysis, poor coordination and eventually death of target pests

Method used

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  • Pesticide and its preparing method
  • Pesticide and its preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Synthesis of 3-(5-chloro-2-carboxyphenyl)propionic acid (steps a, b, c)

[0039] In a 500mL three-neck flask, add 40g of p-chlorophenylacetic acid and 140mL of dichloroethane, raise the temperature to reflux, add 30mL of thionyl chloride dropwise, and react under reflux for 3h, distill off dichloroethane and unreacted thionyl chloride. The temperature was lowered below 0°C, and 100 mL of dichloroethane and 45 g of aluminum trichloride were added. Control the temperature below 5°C, slowly feed ethylene from under the liquid surface, and rise to room temperature to react overnight. Then, the reaction solution was poured into ice water containing hydrochloric acid, separated, and the aqueous layer was extracted with dichloroethane. Combine the organic layers, wash with water, wash with 1mol / L sodium hydroxide solution, and wash with water. Put it into a 1L three-necked flask, add 19g of sodium acetate, dropwise add 240mL of 20% peracetic acid, and react for 3d. Pour the...

Embodiment 2

[0053] 1-[N-[N'-[(N"-methoxycarbonyl-N"-phenyl)aminocarbonyl]amino]]imino-5-chloro-2-methoxymethoxy-1,3- Synthesis of Methyl Dihydroinden-2-ylcarboxylate (Compound PC-2)

[0054] In a 20mL three-necked flask, add 100mg of methyl 1-(N-amino)imino-5-chloro-2-methoxymethoxy-1,3-dihydroinden-2-ylcarboxylate, N-chloroform 72 mg of methyl acyl-N-phenylcarbamate, 10 mL of ethyl acetate, 0.66 g of anhydrous potassium carbonate, stirred at room temperature for 15 hours, washed with water, dried, evaporated the solvent, added a small amount of ethanol for recrystallization, and obtained 120 mg of a white solid. The product structure was confirmed to be correct by mass spectrometry and nuclear magnetic resonance spectroscopy.

Embodiment 3

[0056] 1-[N-[N'-[[N"-methoxycarbonyl-N"-(4'-trifluoromethoxy)phenyl]aminocarbonyl]amino]]imino-5-chloro-2-methanol Synthesis of methyl oxymethoxy-1,3-dihydroinden-2-ylcarboxylate (compound PC-3)

[0057] In a 20mL three-necked flask, add 100mg of methyl 1-(N-amino)imino-5-chloro-2-methoxymethoxy-1,3-dihydroinden-2-ylcarboxylate, N-chloroform Acyl-N-(4-trifluoromethoxyphenyl)carbamate 85mg, ethyl acetate 10mL, anhydrous potassium carbonate 0.66g, stirred at room temperature for 15h, washed with water, dried, evaporated the solvent, added a small amount of ethanol to weigh Crystallized to obtain 130mg of white solid. The product structure was confirmed to be correct by mass spectrometry and nuclear magnetic resonance spectroscopy.

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Abstract

Disclosed is a pesticide having insecticidal activity, its preparation. and compounds containing the active constituent with general formula disclosed in t he specification, wherein R1 is trifluoromethyl or hydrogen substituent group, R2 is trifluoromethyl, trifluoro methoxyl or hydrogen substituent group. The preparation process comprises the synthesis of intermediate compound 3-(5-chlorin-2-carboxyl phenyl) propionic acid, synthesis of 5-chlorin-1-carbonyl-1,3-dihydrogen-2-indenyl methyl formate, synthesis of 5-chlorin-1-carbonyl-1-carbonyl-1,3-dihydrogen-2-indenyl methyl formate.

Description

technical field [0001] The invention belongs to the technical field of insecticides, in particular to an insecticide of a fused ring derivative with insecticidal activity and a preparation method thereof. Background technique [0002] Due to human's emphasis on environmental protection issues, higher requirements have been put forward for the toxicity of pesticides and their impact on the environment. Highly toxic organophosphorus pesticides have been gradually eliminated due to toxicity and environmental problems. In recent decades, many new high-efficiency and low-toxic insecticides have been researched and developed to replace highly toxic organophosphorus pesticides, and fused-ring insecticides are one of them. Its mechanism of action is to block the sodium ion channels in the nerve cells of insects, so that the nerve cells lose their function, which leads to paralysis, poor coordination and eventually death of the target pests. Indoxacarb (WO 92 / 11249) developed by DuP...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N47/38
Inventor 王正权周宇涵苗蔚荣吕建军
Owner 王正权
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