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

Preparation and application of pyrazole oxime ether compound with 5-(4-fluorophenyl) isoxazole structure

A technology for pyrazole oxime ethers and compounds, applied in the field of pyrazole oxime ether compounds and their preparation, to achieve excellent control effects

Active Publication Date: 2016-06-22
安徽先胜达农药有限公司
View PDF1 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the continuous expansion of the application scale of pesticides, the problem of resistance to traditional pesticides has become increasingly prominent, coupled with the continuous emergence of new pests and diseases, making the continued research and development of new pesticides an inevitable choice

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
  • Preparation and application of pyrazole oxime ether compound with 5-(4-fluorophenyl) isoxazole structure
  • Preparation and application of pyrazole oxime ether compound with 5-(4-fluorophenyl) isoxazole structure
  • Preparation and application of pyrazole oxime ether compound with 5-(4-fluorophenyl) isoxazole structure

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025]

[0026] Dissolve 8 mmol of compound IIa in 10 mL of dry DMF, then add 15 mmol of anhydrous potassium carbonate and 11 mmol of intermediate III, raise the temperature to 85°C, and react for 10 hours. After cooling the reaction solution to room temperature, it was poured into 50 mL of water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, separated and purified by column chromatography to obtain the target compound Ia with a yield of 51.9%; 1 HNMR (400MHz, CDCl 3 ):δ7.83(s,1H,CH=N),7.72-7.76(m,2H,Ar-H),7.59(d,J=8.8Hz,2H,Ar-H),7.14-7.18(m, 2H, Ar-H), 6.67 (d, J=9.2Hz, 2H, Ar-H), 6.41 (s, 1H, isoxazole-H), 5.09 (s, 2H, CH 2 ),3.60(s,3H,N-CH 3 ),2.37(s,3H,CH 3 ).

Embodiment 2

[0028]

[0029] 10mmol of compound IIb was dissolved in 20mL of dry DMF, then 15mmol of anhydrous potassium carbonate and 12mmol of intermediate III were added, and the temperature was raised to 105°C for 12 hours. After cooling the reaction solution to room temperature, it was poured into 50 mL of water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, separated and purified by column chromatography to obtain the target compound Ib with a yield of 55.2%; 1 HNMR (400MHz, CDCl 3 ): δ7.84(s,1H,CH=N),7.72-7.76(m,2H,Ar-H),7.39-7.41(m,2H,Ar-H),7.14-7.18(m,2H,Ar-H) -H), 6.78(d, J=8.8Hz, 2H, Ar-H), 6.40(s, 1H, isoxazole-H), 5.08(s, 2H, CH 2 ),3.60(s,3H,N-CH 3 ),2.37(s,3H,CH 3 ).

Embodiment 3

[0031]

[0032] Dissolve 8 mmol of compound IIc in 25 mL of dry DMSO, then add 18 mmol of anhydrous potassium carbonate and 10 mmol of intermediate III, and heat up to 80°C for 20 hours. After cooling the reaction solution to room temperature, it was poured into 50 mL of water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, separated and purified by column chromatography to obtain the target compound Ic with a yield of 56.5%; 1 HNMR (400MHz, d 6 -DMSO): δ7.89-7.93(m, 2H, Ar-H), 7.88(s, 1H, CH=N), 7.36-7.41(m, 4H, Ar-H), 6.98(d, J=8.0 Hz,2H,Ar-H),6.85(s,1H,isoxazole-H),5.02(s,2H,CH 2 ),3.56(s,3H,N-CH 3 ),2.24(s,3H,CH 3 ).

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

PropertyMeasurementUnit
control rateaaaaaaaaaa
Login to View More

Abstract

The invention relates to a pyrazole oxime ether compound (I) with a 5-(4-fluorophenyl) isoxazole structure as well as a preparation method and an application thereof. The pyrazole oxime ether compound with the 5-(4-fluorophenyl) isoxazole structure is prepared from pyrazole-containing oxime and 5-(4-fluorophenyl)-3-chloromethyl isoxazole through condensation. The pyrazole oxime ether compound with the 5-(4-fluorophenyl) isoxazole structure has an effective control effect on harmful insects and can be used for preparing pesticides in the fields of agriculture, horticulture and the like.

Description

technical field [0001] The invention belongs to the field of pesticides, and in particular relates to a pyrazole oxime ether compound containing a 5-(4-fluorophenyl)isoxazole structure and a preparation method and application thereof. Background technique [0002] Pest control has always been the core field of pesticide scientific research, and the widespread use of insecticides has enabled most pests to be effectively controlled. However, with the continuous expansion of the application scale of pesticides, the problem of resistance to traditional pesticides has become increasingly prominent, coupled with the continuous emergence of new pests and diseases, making the continued research and development of new pesticides an inevitable choice. [0003] The pyrazole oxime ether structure is a common class of insecticide active fragments, and its representative compounds are such as pyraclofen: [0004] [0005] The isoxazole ring is a common active fragment in drug molecule...

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 Applications(China)
IPC IPC(8): C07D413/12A01N43/56A01P7/04
CPCA01N43/56C07D413/12
Inventor 戴红石玉军方源何海兵汪池金智超王荣晨刘炳艮
Owner 安徽先胜达农药有限公司
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