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

Synthesis method of chalcone derivative

A technology for chalcones and a synthesis method is applied in the field of synthesis of chalcone derivatives and achieves the effects of low price, easy operation and mild conditions

Active Publication Date: 2020-06-16
THE KEY LAB OF CHEM FOR NATURAL PROD OF GUIZHOU PROVINCE & CHINESE ACADEMY OF SCI
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Table 1 Limitations of the reported synthetic methods of chalcone derivatives

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
  • Synthesis method of chalcone derivative
  • Synthesis method of chalcone derivative
  • Synthesis method of chalcone derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1: A kind of synthetic method of chalcone derivatives:

[0046] Add polyphosphoric acid PPA (analytical pure) 5mmol and solvent 1,4-dioxane (analytical pure) 2mL in the round bottom flask, then add 98% concentrated sulfuric acid 20mmol, benzaldehyde 0.7mmol, p-methyl (p -CH 3 ) 1 mmol of acetophenone, heated and stirred in an oil bath at 90°C under nitrogen protection for 2 hours; after the reaction was completed, extracted 3 times with 50 ml of ethyl acetate, took the organic layer, washed with tap water and saturated sodium chloride solution in turn, and then washed with anhydrous sulfuric acid The organic layer was dried and washed with sodium, and filtered; the obtained filtrate was concentrated under reduced pressure, and the concentrated residue was separated and purified by silica gel column chromatography (petroleum ether: ethyl acetate volume ratio: 50:1) to obtain chalcones derivatives Material I-1; Yield 95%.

[0047] The nuclear magnetic resonan...

Embodiment 2

[0048] Embodiment 2: A kind of synthetic method of chalcone derivatives:

[0049] Add 5mmol of polyphosphoric acid PPA and 2-3mL of solvent 1,4-dioxane into the flask, then add 20mmol of 98% concentrated sulfuric acid, 0.7mmol of benzaldehyde, 2,4-chlorinated (m,m-Cl 2 ) 1 mmol of acetophenone, heated and stirred at 90°C for 2 h under nitrogen protection; after the reaction, extracted 3 times with 50 ml of ethyl acetate, took the organic layer, washed with distilled water and saturated sodium chloride solution successively, and dried with anhydrous sodium sulfate The organic layer was washed and filtered; the obtained filtrate was concentrated under reduced pressure, and the concentrated residue was separated and purified by silica gel column chromatography (petroleum ether: ethyl acetate volume ratio: 40:1) to obtain chalcone derivative I -2; Yield 75%.

[0050] The nuclear magnetic resonance (NMR) of the prepared chalcone derivatives (I-2) 1 H NMR and 13 C NMR) detection ...

Embodiment 3

[0051] Embodiment 3: A kind of synthesis method of chalcone derivatives:

[0052] Add 5 mmol of polyphosphoric acid PPA and 2 mL of solvent 1,4-dioxane to the flask, then add 20 mmol of 98% concentrated sulfuric acid, 0.7 mmol of benzaldehyde, and 1 mmol of p-bromo (p-Br) acetophenone in sequence, Heat and stir in an oil bath at 90°C for 2 hours; after the reaction, extract 3 times with 50 ml of ethyl acetate, take the organic layer, wash it with water and saturated sodium chloride solution in sequence, then dry the washed organic layer with anhydrous sodium sulfate, and filter; The obtained filtrate was concentrated under reduced pressure, and the concentrated residue was separated and purified by silica gel column chromatography (petroleum ether: ethyl acetate volume ratio: 30:1) to obtain chalcone derivative I-3; the yield was 80% .

[0053] The nuclear magnetic resonance (NMR) of the prepared chalcone derivatives (I-3) 1 H NMR and 13 C NMR) detection data are: 1 HNMR (...

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 provides a synthesis method of a chalcone derivative, which comprises the following steps: adding polyphosphoric acid PPA and a solvent 1, 4-dioxane into a container, sequentially adding98% concentrated sulfuric acid, substituted benzaldehyde and substituted acetophenone, and performing heating at 90 DEG C under nitrogen protection while stirring to react for 2 hours; and after thereaction is finished, performing separating and purifying to obtain the chalcone derivative. The synthesis method provided by the invention is low in catalyst price, mild in reaction condition, simpleand convenient to operate and high in yield, and a new method is provided for synthesis of a chalcone derivative.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a synthesis method of chalcone derivatives. Background technique [0002] Chalcones are one of the most common simple scaffolds found in many naturally occurring compounds. Studies have found that the biological activity of chalcone derivatives has clinical potential for various diseases. The history of human application of chalcone derivatives The use of plants and herbs to treat many ailments, such as cancer, inflammation and diabetes, dates back thousands of years. Chalcone scaffold compounds are also approved for clinical use. For example: Metochalone was once marketed as an anticholinergic, while salbutazone was previously used as an antiulcer and mucosal protective drug. In addition, due to the flexibility of their own structure, chalcone compounds can combine with many receptors to show many biological activities. Many chalcone compounds have anti-...

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
IPC IPC(8): C07C49/796C07C49/813C07C49/84C07C45/74
CPCC07C45/74C07C49/796C07C49/813C07C49/84
Inventor 杨小生王恩花杨礼寿罗维贤杨娟邓廷飞潘雄罗忠圣
Owner THE KEY LAB OF CHEM FOR NATURAL PROD OF GUIZHOU PROVINCE & CHINESE ACADEMY OF SCI
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