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1-heterocycle-5-substituted phenyl-1-pentanone compound and preparation method and application thereof

A compound, phenyl technology, applied in the field of organic compound synthesis, can solve problems such as unclear active ingredients, and achieve the effects of low cost, good biological control activity, and simple operation

Inactive Publication Date: 2011-11-16
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Stellera chamaejasme (Stellera chamaejasme L.) is a plant of the genus Stellera chamaejasme. It was discovered long ago that the roots of Stellera chamaejasme can be used to make biological pesticides - plant insecticides, which have the functions of contact killing, stomach poisoning, and fumigation. It can effectively control cabbage caterpillar, aphid, soybean borer, cotton red spider, night thief, pine moth, pine caterpillar, pine sawfly, etc., but the active ingredients are not clear, and mainly focus on the research of ethanol extract

Method used

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  • 1-heterocycle-5-substituted phenyl-1-pentanone compound and preparation method and application thereof
  • 1-heterocycle-5-substituted phenyl-1-pentanone compound and preparation method and application thereof
  • 1-heterocycle-5-substituted phenyl-1-pentanone compound and preparation method and application thereof

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Embodiment 1

[0030] The compound provided in this example can be prepared according to the following method: 5-substituted phenyl-pentanoic acid and the compound shown by X are subjected to dehydration condensation reaction in an organic solvent in the presence of dicyclohexylcarbodiimide (DCC) , to obtain 1-heterocycle-5-substituted phenyl-1-pentanone compounds, the reaction equation is shown in formula a:

[0031] Reaction equation a:

[0032]

[0033] In the method described in formula a, the source of the compound shown in X as structural formula is:

[0034] 1) When X is 2-cyanoimino-1,3-thiazolidine, it can be purchased through Binhai Xinxing Chemical Co., Ltd.;

[0035] 2) When X is 2-nitroimino-1,3-imidazolidine, it can be purchased through Jiangsu Rudong Shilian Fine Chemical Factory;

[0036] 3) When X is 3-substituent-4-nitroimino-1,3,5-oxadiazine, it can be obtained by reference (USPat.4849432).

[0037] One of the compounds 1-(5-methyl-4-nitroimino-1,3,5-oxadiazin-3-yl)-...

Embodiment 2

[0051] The positive control agent 1,5-diphenyl-1-pentanone (1), (E)-1,5-diphenyl-2-ene-1-pentanone (2) and the compound sample obtained in Example 1 Weigh 12mg of the compound sample in a 20ml weighing bottle with a ten-thousandth balance, and then use a 1-5ml pipette gun to take 2ml of acetone / methanol (1:1) mixed solvent and add it to the weighing bottle. After it is fully dissolved, add 18ml of an aqueous solution containing 0.1% Tween-80 was mixed thoroughly to obtain a 600 μg / mL assay solution. Using the dipping method. Cut the faba bean plants (leaves of bean seedlings unfolded, plant height about 12 cm) with about 20 bean aphid nymphs that have grown to adults in the same order two days ago from potted plants, and put them in a certain concentration of medicinal solution that has been cultivated in advance. Soak in the medium for 3 seconds, take out and shake off the remaining liquid, insert it on a 12-hole foam plastic plate to moisturize (the foam plastic plate is 3....

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Abstract

The invention discloses a 1-heterocycle-5-substituted phenyl-1-pentanone compound and a preparation method and application thereof, belonging to the technical field of synthesis of organic compounds. The compound has a structure shown as a general formula I. The preparation method of the compound comprises the following step of: undergoing a dehydration condensation reaction on 5-substituted phenyl-pentanoic acid, 2-cyanimino-1,3-thiazolidine, 2-nitroimino-1,3-imidazolidine or 3-substituent-4-nitroimino-1,3,5-dioxazine in an organic solvent in the presence of dicyclohexylcarbodiimide. The compound has a simple structure, is readily available, has high chemical killing activity on bean aphid serving as an agricultural pest, and can be practically applied to agricultural production.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a 1-heterocycle-5-substituted phenyl-1-pentanone compound, a preparation method thereof and the application of the compound in preventing and controlling agricultural pests. Background technique [0002] With the continuous emergence of new heterocyclic pesticides in recent years and the research progress in the fields of botanical insecticides, new ideas have been provided for the development of new aphid control agents. Making full use of active ingredients in natural products with good biological activity has become an important strategy for creating new aphid control agents. Under the guidance of this strategy, the active ingredients of other chemical pesticides (such as neonicotinoids) are introduced with the active ingredients in natural products as the guide. This type of new drug is very likely to be both environmentally friendly and ecologi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D273/04C07D233/52C07D277/18A01N51/00A01N47/40A01P7/04
Inventor 凌云杨绍祥杨新玲孙玉凤张莉张春萍
Owner CHINA AGRI UNIV
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