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Compound containing acetyl pyrethroid, synthesis method and application thereof

A technology for pyrethroids and synthetic methods, which is applied in the field of organic insecticidal pyrethroids, can solve problems such as insufficient insecticidal effects, and achieve the effects of easy control of the process, less stimulation to humans and animals, and good drug efficacy

Active Publication Date: 2011-08-31
贵阳中精科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such insecticides often show insufficient insecticidal effect, so it is necessary to develop some insecticide components with high efficiency, low toxicity and low residue

Method used

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  • Compound containing acetyl pyrethroid, synthesis method and application thereof
  • Compound containing acetyl pyrethroid, synthesis method and application thereof
  • Compound containing acetyl pyrethroid, synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Add 18.0 g of methyl 3-acetyl-2,2-dimethylcyclopropanecarboxylate and 2,3,5,6-tetrafluoro -22.4 g of 4-methoxymethylbenzyl alcohol, add Ti(OC 2 h 5 ) 4 3 g, 100 g of toluene, heated up to 110 °C, kept the temperature for 4 hours, the reaction was completed, lowered to room temperature, added water to wash once, added toluene for extraction, combined oil layer precipitation, recovered toluene, and obtained 34.2 g of light yellow ester, the content 96.7%, yield 91.36%.

Embodiment 2

[0070] Add 20.5 g of ethyl 3-acetyl-2,2-dimethylcyclopropanecarboxylate and 2,3,5,6-tetrafluoro -22.4 g of 4-methoxymethyl benzyl alcohol, add Ti(OC 3 h 7 ) 4 6 g, 100 g heptane, heat up to 120 °C, keep warm for 5 hours, after the reaction is completed, lower to room temperature, add water to wash once, add heptane to extract once, combine oil layers for precipitation, recover heptane, and obtain light yellow ester 34.4 g, content 95.7%, yield 90.94%.

Embodiment 3

[0072] Add 22.3 g of 3-acetyl-2,2-dimethylcyclopropanecarboxylic acid propyl ester and 2,3,5,6-tetra Fluoro-4-methoxymethyl benzyl alcohol 22.4 g, add Ti(OCH 3 ) 4 4 g, 100 g cyclohexane, heat up to 80 ° C, keep warm for 10 hours, after the reaction is completed, lower to normal temperature, add water to wash once, add cyclohexane to extract once, combine oil layers for precipitation, recover cyclohexane, and obtain Yellow ester 35.0 g, content 95.1%, yield 91.94%.

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PUM

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Abstract

The invention provides a compound containing acetyl pyrethroid, a synthesis method and application thereof, which belongs to the technical field of organic insecticidal pyrethroid. The compound is named 2,3,5,6-tetrafluoroethane-4-methoxy methyl benzyl-3-acetyl-2,2-dimethyl cyclopropane carboxylate. The synthesis method synthesizes the compound by taking titanate as a catalyst under certain conditions in organic solvent taking 2,3,5,6-tetrafluoroethane-4-methoxy methyl benzyl alcohol and 3-acetyl-2,2-dimethyl cyclopropane carboxylate as raw materials. The invention has the advantages of simple synthesis route, mild feasible process conditions, low production cost, high product yield and purity, low toxicity and easy degradation. The compound has extremely high knocking-down capability andstrong killing capability. Various compositions containing the compound reduce the consumption of active components of insecticide, so product safety is greatly improved, and the insecticide is high in efficiency and low in toxicity. The invention discloses the compound and the application of insecticidal compositions containing the compound as the active component in the aspect of controlling pests.

Description

technical field [0001] The present invention is an acetyl-containing pyrethroid compound and its synthesis method and application, belonging to the technical field of organic insecticidal pyrethroids, specifically a compound named 2,3,5,6-tetrafluoro-4- Methoxymethylbenzyl-3-acetyl-2,2-dimethylcyclopropanecarboxylate. In particular, the present invention relates to the compound, its synthesis method and its use in insecticidal products. Background technique [0002] A number of pyrethroid compounds have been developed for insecticidal use. For example, tetramethrin, allethrin, permethrin, etc. Pyrethroid compounds of cyclopropane carboxylic acid esters can be used to control mosquitoes and have high insecticidal activity, which has been widely known. Some benzyl cyclopropanecarboxylates are known to have insecticidal and / or acaricidal activity, eg US Pat. No. 4,219,565. With the continuous and extensive use of these compounds, the indicators for measuring insecticidal co...

Claims

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Application Information

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IPC IPC(8): C07C69/757C07C67/03A01N53/06A01P7/04
Inventor 欧志安杨书翰李国江王俊
Owner 贵阳中精科技有限公司
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