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Chalcone compound derived from Beta-ionone and preparation method and application thereof

A technology of ionone and chalcone, which is applied in the field of chalcones derived from β-ionone and its preparation, can solve the report on the application of the preparation method of β-ionone-chalcones to control pests that has not been seen and other problems, to achieve the effect of direct control, less by-products and high yield

Active Publication Date: 2018-12-21
INST OF AGRO FOOD SCI & TECH CHINESE ACADEMY OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, so far, there have been no reports on chalcones derived from β-ionone and their preparation methods and applications in pest control

Method used

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  • Chalcone compound derived from Beta-ionone and preparation method and application thereof
  • Chalcone compound derived from Beta-ionone and preparation method and application thereof
  • Chalcone compound derived from Beta-ionone and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0034] The embodiment of the present invention provides a preparation method of chalcones derived from β-ionone, specifically as follows:

[0035] Dissolve 4.6mmol of β-ionone and 6.0mmol of substituted cinnamaldehyde in 10mL of ethanol, respectively, and add them to a 50mL three-neck flask, slowly add 15mL of 1mmol / mL sodium hydroxide aqueous solution to the three-necked flask, and stir at room temperature to react. Analyze and monitor reactions.

[0036] After the reaction was complete, the pH was adjusted to 6-7 with 10% hydrochloric acid solution, followed by extraction with diethyl ether twice (50 mL of diethyl ether each time), and the organic phase was dried and concentrated.

[0037] The target compound was obtained by column chromatography using petroleum ether and ethyl acetate as eluents.

[0038] The structure, physical and chemical parameters and infrared data of the obtained product are shown in Table 1.

[0039] The H NMR spectrum and high resolution mass spec...

experiment example 1

[0045] Experimental Example 1 Determination of the Attractive Activity of Chalcones Derived from β-Ionone to Lygus Chrysophylla

[0046] Dissolve the product prepared in the embodiment of the present invention in dichloromethane, take the solution and add it to rubber lures (each rubber lure contains 10 mg of medicine), and after the dichloromethane solvent has evaporated, add clean dichloromethane , so that the chalcones derived from β-ionone fully penetrate into the rubber; after the dichloromethane solvent evaporates again, wrap the lure with tinfoil, put it in a ziplock bag and place it in a -4°C refrigerator for later use.

[0047] In the alfalfa field, the trapping test of Lygus spp. was carried out, and the specific operation was as follows: select the alfalfa field with the same growth, consistent management conditions, and large and neat plots as the experimental field, and fix the above-mentioned prepared lure on the boat-type trap (at the same time, use CK and β-ion...

experiment example 2

[0052] Experimental example 2 Determination of the insecticidal activity of chalcones derived from β-ionone against diamondback moth and Tetranychus cinnabarinus

[0053]Dissolve the product (3 mg) obtained in the example of the present invention in a mixed solvent (2.5 mL) of acetone / methanol (1:1), add 2.5 mL of standing tap water containing 2‰ Tween 80, and stir to obtain 600 mg / L of the solution to be tested.

[0054] A 10 mg / L imidacloprid solution was used as a positive control, and acetone / methanol / water (1:1:2, containing 1‰ Tween 80) was used as a blank control.

[0055] According to the standard operating procedure of insecticide micro-screening, the Airbrush spray method was used. The sprayer was a VL-type airbrush produced by Paasche Airbrush Company in the United States, and the spray pressure was 10psi (approximately 0.7kg / cm2). 2 ), the spray volume is 0.5mL, and the spray distance is 15-20cm.

[0056] See Table 4 for test targets (Plutella xylostella xyloste...

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Abstract

The invention relates to a chalcone compound derived from Beta-ionone and a preparation method and an application thereof. The preparation method for the compound specifically comprises the followingsteps: in an organic solvent, and in the presence of a trapping agent, performing a condensation reaction on the Beta-ionone and substituted cinnamyl aldehyde, to obtain the compound. The provided chalcone compound derived from the Beta-ionone has apparent attractive activity of apolygus lucorum and insecticidal activity of plutella xylostella and tetranychus cinnabrinus, and has the direct control effect to the apolygus lucorum, the plutella xylostella and the tetranychus cinnabrinus. In addition, the preparation method is simple in process, easy to implement, less in by-product, higher in yield, and low in cost, and has a practical application value in agricultural production, and extensive application prospect.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a chalcone compound derived from β-ionone and its preparation method and application. Background technique [0002] Pests are an important factor affecting agricultural production. According to statistics from the Food and Agriculture Organization of the United Nations, about 20% of global crop yields are lost each year due to pests, and 2.5 million tons of pesticides are used for pest control, which has caused serious pressure on the environment and food safety. [0003] Agricultural pest control mainly includes agricultural control, biological control, physical control and chemical control. Among them, agricultural control mainly focuses on destroying and reducing the overwintering sites of pests, eliminating hosts in early spring, avoiding multi-host mixed cropping, strengthening crop growth management, and planting trap plants, etc. The comprehensive ap...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/225C07C49/255C07C49/237C07C45/74A01N35/02A01P7/04A01P7/02
CPCA01N35/02C07C45/74C07C49/225C07C49/237C07C49/255C07C2601/16
Inventor 孙玉凤范蓓吴孔明金诺
Owner INST OF AGRO FOOD SCI & TECH CHINESE ACADEMY OF AGRI SCI
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