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

Preparation method of 6,7-dimethyl-4-hydroxyquinoline

A technology of hydroxyquinoline and dimethylphenyl, which is applied in the field of novel preparation of pharmaceutical intermediates and can solve problems such as difficulty in synthesis

Inactive Publication Date: 2017-10-24
湖南华腾制药有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of 6,7-dimethyl-4-hydroxyquinoline is difficult at present

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 6,7-dimethyl-4-hydroxyquinoline
  • Preparation method of 6,7-dimethyl-4-hydroxyquinoline
  • Preparation method of 6,7-dimethyl-4-hydroxyquinoline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] (1) Synthesis of 1-(4,5-dimethyl-2-nitrophenyl)ethanone

[0020] Add 29g of 1-(3,4-dimethylphenyl)ethanone to 260ml of acetic acid, add 62g of concentrated nitric acid, stir overnight at room temperature, concentrate, then add ethyl acetate and water, separate, dry, concentrate, and the residue 31 g of 1-(4,5-dimethyl-2-nitrophenyl)ethanone was obtained by column separation.

[0021] (2) Synthesis of 1-(2-amino-4,5-dimethylphenyl)ethanone

[0022] Add 30g of 1-(4,5-dimethyl-2-nitrophenyl)ethanone to 240ml of anhydrous methanol, then add 4g of 10% palladium carbon, pass in hydrogen, stir at room temperature for 4 hours, filter, and collect The filtrate was concentrated to obtain 22 g of 1-(2-amino-4,5-dimethylphenyl)ethanone.

[0023] (3) Synthesis of 6,7-dimethyl-4-hydroxyquinoline

[0024] Add 12g of sodium to 230ml of absolute ethanol, then 20g of (7-methyl-imidazo[1,2-a]pyridin-2-yl)methanol and 32g of ethyl formate, heat and reflux and stir for 9 hours, concentra...

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 6,7-dimethyl-4-hydroxyquinoline. A target product is prepared by taking 1-(3,4-dimethyl phenyl)ethanone as a starting raw material through nitration, reduction and ring closing. The compound is an important medicine intermediate.

Description

technical field [0001] The invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to a preparation method of 6,7-dimethyl-4-hydroxyquinoline. technical background [0002] Compound 6,7-dimethyl-4-hydroxyquinoline, the structural formula is: [0003] [0004] The compound 6,7-dimethyl-4-hydroxyquinoline and related derivatives are widely used in medicinal chemistry and organic synthesis. Currently, the synthesis of 6,7-dimethyl-4-hydroxyquinoline is difficult. Therefore, it is necessary to develop a synthetic method with easy-to-obtain raw materials, convenient operation, easy-to-control reaction and suitable overall yield. Contents of the invention [0005] The invention discloses a method for preparing 6,7-dimethyl-4-hydroxyquinoline, which uses 1-(3,4-dimethylphenyl)ethanone as a starting material, and undergoes nitration, reduction, close ring to obtain the target product 4, the synthesis steps are as follows: [0006] (1)...

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): C07D215/233
CPCC07D215/233
Inventor 不公告发明人
Owner 湖南华腾制药有限公司
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