Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A compound containing natural butenolactone skeleton, its preparation and application

A technology of skeleton compound and butenolactone, which is applied in the field of agricultural pest control and agricultural pest control, can solve the problems that plant pathogenic fungi are prone to drug resistance and the effective use period of fungicides is shortened, and achieve good agricultural medicinal research value, Good inhibitory effect, broad-spectrum antibacterial activity

Active Publication Date: 2021-08-10
CHINA AGRI UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, a large number of fungicide varieties are used in the prevention and control of modern agricultural diseases, especially in vegetables and fruits. However, with the large-scale use of more and more fungicides on crops, plant pathogenic fungi are easily produced Drug resistance, inducing the application of more pesticides to achieve the control effect, greatly shortening the effective lifespan of newly developed fungicides

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A compound containing natural butenolactone skeleton, its preparation and application
  • A compound containing natural butenolactone skeleton, its preparation and application
  • A compound containing natural butenolactone skeleton, its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1: Preparation of butenolactone compound I-1-01 containing pyridine ring

[0033] Material 1 (0.13 mol) was dissolved in 125 mL of dimethylformamide (DMF), then material 2 (0.12 mol) was added dropwise to the above mixture and stirred at 35° C. for 8 h. After the reaction was complete, the solvent was depressurized. Water (45 mL) was added and extracted three times with 30 mL of toluene. The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 2-methoxy-2-oxoethylmethylmalonate 3. 0.1 mol of intermediate 3 was dissolved in 50 ml of pure methanol, and the reaction mixture was heated to 40°C. 30% sodium methoxide solution was added dropwise, refluxed for 3h, and a certain amount of white solid was separated. After the reaction, the mixture was cooled to 0°C, the precipitate was collected by filtration, washed with methanol, and dried to obtain 4-(methoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-sodium oleate 4, which was col...

Embodiment 2

[0042] Example 2: Preparation of butenolactone compound I-2-01 containing piperonyl ring

[0043] Material 1 (0.13 mol) was dissolved in 125 mL of dimethylformamide (DMF), then material 2 (0.12 mol) was added dropwise to the above mixture and stirred at 35° C. for 8 h. After the reaction was complete, the solvent was depressurized. Water (45 mL) was added and extracted three times with 30 mL of toluene. The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to obtain 2-methoxy-2-oxoethylmethylmalonate 3. 0.1 mol of intermediate 3 was dissolved in 50 ml of pure methanol, and the reaction mixture was heated to 40°C. 30% sodium methoxide solution was added dropwise, refluxed for 3h, and a certain amount of white solid was separated. After the reaction, the mixture was cooled to 0°C, the precipitate was collected by filtration, washed with methanol, and dried to obtain 4-(methoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-sodium oleate 4, which was colle...

Embodiment 3

[0052] Example 3: Determination of the activity of killing soybean aphids with butenolactone skeleton structure compounds

[0053] Weigh 2g of agar powder and 98g of water, heat it in a microwave oven, take it out after heating for 15 seconds, and heat it several times to make a transparent agar solution, pour it into a 12-well plate, and let it dry naturally for later use. Weigh 6mg sample in a 1.5mL centrifuge tube, dissolve it with 0.6mL DMSO, pour it into a 50mL small beaker with a 0.5mL pipette, and add 9.5mL TritonX-100 (5‰) aqueous solution to prepare a 500mg / L solution . Soybean leaves that were not exposed to any chemicals and insects were cultivated indoors, and the leaves of appropriate size were punched with a punch with a diameter of 15 mm, and immersed in a diluted solution containing chemicals for 15 seconds, and the leaves were naturally dried until the solvent evaporated After placing in a 12-well plate, turn the back of the leaf upside down, and place 20 soy...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a novel compound having a natural butenolactone skeleton structure, its preparation and its application. Its structural formula is shown in formula I-1 or formula I-2. In formula I-1: R 1 For hydrogen, halogen; R 2 Be hydrogen, halogen, nitro, dimethylamino, C1~C5 linear or branched chain alkyl; In formula I-2: R 1 is hydrogen; R 2 It is hydrogen, halogen, nitro, C1~C5 straight chain or branched chain alkyl. The compound provided by the invention has high activity as an agricultural insecticide, is simple in structure, and is easy to synthesize; as a plant pathogenic fungus inhibitor, it shows good fungus-inhibiting activity and multiple antibacterial spectrums.

Description

technical field [0001] The invention belongs to the technical field of agricultural disease and insect pest control, and specifically relates to the preparation of novel butenolactone skeleton compound agricultural pest control agents and various plant pathogenic fungus control agents and their application in the field of agricultural disease and insect pest control. Background technique [0002] Chemical pesticides play an important role in the field of crop pest control. However, with the frequent use of chemical pesticides, their negative effects continue to emerge, such as: pest resistance, environmental pollution, and a series of issues such as human and animal, natural enemies, or non-target biological safety, which have aroused widespread concern. With the continuous advancement of science and technology and the deepening of people's understanding of nature, the use of natural products and synthetic organic chemicals as insecticides or fungicides to resist pests and d...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/12C07D407/12A01N43/40A01N43/08A01P7/04A01P3/00
CPCA01N43/08A01N43/40C07D405/12C07D407/12
Inventor 段红霞朱凯杨朝凯路星星李慧琳韩清凌云李想
Owner CHINA AGRI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com