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

Amide compound and application thereof

A technology of amide compounds and compounds, which is applied in the field of compounds, can solve the problems of unreported insecticidal activity and achieve excellent insecticidal effects and suitable control effects

Active Publication Date: 2021-07-23
SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
View PDF31 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In the prior art, there is no report on the compounds shown in the general formula I of the present invention and their insecticidal activity

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
  • Amide compound and application thereof
  • Amide compound and application thereof
  • Amide compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0095] Example 1: Preparation of Intermediate II.1

[0096]

[0097] To 30 mL of DMF was added 1.00 g (1.80 mmol) of N-(2,6-dibromo-4-heptafluoroisopropylphenyl)-2-fluoro-3-aminobenzamide (Intermediate III-1 , prepared with reference to the method reported in WO2011093415 or WO2010018714), 0.37 g (2.68 mmol) of potassium carbonate, 0.27 g (1.80 mmol) of sodium iodide and 0.26 g (2.19 mmol) of bromoacetonitrile, heated to 100 degrees for reaction. After the reaction was monitored by TLC, water and ethyl acetate were added for extraction, the organic phase was precipitated under reduced pressure, and the residue was purified by column chromatography to obtain 0.50 g of a white solid, namely intermediate II.1. The NMR and mass spectrometry data of Intermediate II.1 are as follows:

[0098] 1 H NMR (600 MHz, Chloroform- d ) δ 8.11 (d, 1H), 7.88 (s, 2H), 7.64 – 7.58(m, 1H), 7.29 (t, 1H), 7.05 (td, 1H), 4.52 -4.44(br, 1H), 4.24 ( d, 2H). LC-MS(m / z, ESI): 594.01(M+H) + .

Embodiment 2

[0099] Example 2: Preparation of Intermediate II.2

[0100]

[0101]

[0102] Add 10 grams of N-(2-bromo-6-iodo-4-heptafluoroisopropylphenyl)-2-fluoro-3-nitrobenzamide (obtained with reference to the method reported in CN109206335A), 15 grams of anhydrous Stannous chloride, 200 ml of 1,4-dioxane and 8 ml of concentrated hydrochloric acid were heated to 60°C and stirred for reaction. After the reaction was monitored by TLC, the organic solvent was distilled off under reduced pressure. Add 500 ml of ethyl acetate, and add an appropriate amount of saturated aqueous sodium hydroxide solution to adjust the pH to 10. After stirring thoroughly, use diatomaceous earth to filter out the precipitated insoluble matter. After the filtrate is extracted with ethyl acetate and water, the organic layer is washed with anhydrous sulfuric acid. Dried over magnesium, filtered and concentrated under reduced pressure gave a beige solid, the crude product was purified by column chromatography...

Embodiment 3

[0105] Example 3: Preparation of Intermediate II.3

[0106]

[0107] To 60 mL of DMF was added 2.00 g (3.67 mmol) of N-(2-bromo-6-trifluoromethyl-4-heptafluoroisopropylphenyl)-2-fluoro-3-aminobenzamide (middle Body III-3, prepared with reference to the method reported in WO2011093415 or WO2010018714), 0.76 gram (5.50 mmol) potassium carbonate, 0.56 gram (3.74 mmol) sodium iodide and 0.53 gram (4.42 mmol) bromoacetonitrile, heated to 100 degree of response. After the completion of the reaction as monitored by TLC, water and ethyl acetate were added for extraction, the organic phase was precipitated under reduced pressure, and the residue was purified by column chromatography to obtain 0.78 g of a white solid, namely intermediate II.3. The NMR and mass spectrometry data of Intermediate II.3 are as follows:

[0108] 1 H NMR (600 MHz, Chloroform- d ) δ 8.18 (d, 1H), 8.16 – 8.13 (m, 1H), 7.94– 7.90 (m, 1H), 7.63 – 7.55 (m, 1H), 7.29 (t, 1H), 7.05 (td, 1H), 4.52 – 4.45(m, 1H...

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
diameteraaaaaaaaaa
Login to View More

Abstract

The invention discloses an amide compound and application thereof. The structure of the compound is shown as a general formula I, wherein the definition of each substituent group in the formula is shown in the specification. The description also discloses the use of the amide compound as insecticides and animal parasite control agents.

Description

technical field [0001] The present invention relates to a compound, in particular to a novel amide compound and its application. Background technique [0002] Due to the long-term and unreasonable use of a large number of existing pesticides, the problem of pest resistance to pesticides has become increasingly serious. On the other hand, the insecticidal effect of the existing insecticides, especially the activity of the rice borer, is still unsatisfactory, and it is difficult to meet the constantly increasing application requirements of the insecticides in reality. There is still a need to actively develop new pesticides with higher activity to meet the needs of agriculture and other fields. [0003] In the prior art, the compound represented by the general formula I of the present invention and its insecticidal activity have not been reported. SUMMARY OF THE INVENTION [0004] An object of the present invention is to provide an amide compound having excellent insectici...

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): C07D213/82C07D213/84C07C237/40C07C255/42A01N43/40A01P7/00A61K31/44A61P33/00
CPCC07D213/82C07D213/84C07C237/40C07C255/42A01N43/40A61K31/44A61P33/00C07C2601/02A01P7/00A01P7/04
Inventor 张立新张静裴鸿艳盛祝波汪杰康卓
Owner SHENYANG INSTITUTE OF CHEMICAL TECHNOLOGY
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