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

Preparation method of trifluoromethylated 2,4-quinolinedione compound

A technology of trifluoromethylation and quinoline dione, applied in the direction of organic chemistry, etc., can solve problems such as limited amplification application, and achieve the effect of reducing side reactions and mild reaction conditions

Active Publication Date: 2022-02-08
GUANGXI TEACHERS EDUCATION UNIV
View PDF6 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this reaction requires the use of an equivalent amount of copper perchlorate as an oxidant, which limits the scale-up application of this reaction to some extent.

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 method of trifluoromethylated 2,4-quinolinedione compound
  • Preparation method of trifluoromethylated 2,4-quinolinedione compound
  • Preparation method of trifluoromethylated 2,4-quinolinedione compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0017] The present invention will be further described in detail below in conjunction with the embodiments, so that those skilled in the art can implement it with reference to the description.

[0018] It should be noted that the experimental methods described in the following embodiments, unless otherwise specified, are conventional methods, and the reagents and materials, unless otherwise specified, can be obtained from commercial sources;

[0019] According to the method reported in the existing literature (Organic & Biomolecular Chemistry, 2015, 13, 5376-5380), the reaction raw materials required for the technology of the present invention were synthesized. Concrete synthetic scheme is as follows:

[0020]

[0021] The preparation method of trifluoromethylated 2,4-quinolinediones, comprising:

[0022] Add N-o-cyanoaryl acrylamide compound, sodium trifluoromethyl sulfinate, photocatalyst and solvent successively into the reactor, then stir the reaction under air atmosph...

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 preparation method of a trifluoromethylated 2,4-quinolinedione compound and a preparation method of the trifluoromethylated 2,4-quinolinedione compound. The preparation method comprises the following steps: adding an N-o-cyano aryl acrylamide compound, sodium trifluoromethanesulfinate, a photocatalyst and a solvent into a reactor; stirring and reacting the mixture under the conditions of air atmosphere and visible light irradiation; after the reaction is completed, concentrating the product, and separating by silica gel column chromatography to obtain the trifluoromethylated 2,4-quinolinedione compound after the reaction is completed. According to the method, transition metal catalysis is not needed, the reaction can be carried out at room temperature, oxygen in air is used as an oxidizing agent, and other oxidizing agents with strong oxidizing property can be prevented from being additionally added.

Description

technical field [0001] The invention relates to the technical field of compound synthesis. More specifically, the present invention relates to a method for preparing trifluoromethylated 2,4-quinolinedione compounds. Background technique [0002] As an important class of nitrogen-containing heterocyclic compounds, 2,4-quinolinediones have rich pharmacological activities, such as anticancer, antiviral, and antimalarial. They are also important intermediates for the construction of other nitrogen-containing heterocyclic skeletons. In view of the importance of 2,4-quinolinedione compounds, the development of preparation methods for such compounds has always been an important research topic in the field of organic synthetic chemistry. Due to the extremely strong electronegativity of fluorine atoms, the introduction of trifluoromethyl groups into organic compounds can significantly improve the physical and chemical properties of compounds such as lipophilicity and solubility. B...

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): C07D215/22
CPCC07D215/22Y02P20/584
Inventor 黄俊崔海涛顾运琼徐家丽朱凤婷班彩锦
Owner GUANGXI TEACHERS EDUCATION 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