2-(3-benzyl-2-(dimethylamino) phenyl)acetamide, synthesis method and application thereof

A technology of dimethylamino and acetamide, applied in the field of the new compound 2‐(3‐benzyl‐2‐(2, can solve the problems affecting drug efficacy, side effects, etc., achieve high purity, simple operation, and ensure safety sexual effect

Active Publication Date: 2017-05-10
南京双科医药开发有限公司
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The content of the active ingredient of the drug is an important indicator of the purity of the drug, and the impurities in the drug directly affect the efficacy of the drug and may cause toxic and side effects

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
  • 2-(3-benzyl-2-(dimethylamino) phenyl)acetamide, synthesis method and application thereof
  • 2-(3-benzyl-2-(dimethylamino) phenyl)acetamide, synthesis method and application thereof
  • 2-(3-benzyl-2-(dimethylamino) phenyl)acetamide, synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of 2‐(3‐Benzyl‐2‐(dimethylamino)phenyl)acetamide

[0029] Add 5g (19.66mmol) of the compound shown in Formula a into a 250ml reaction flask, add 100ml of dichloromethane, stir to dissolve, add 4.19g (29.49mmol) methyl iodide dropwise at 0°C, after the drop is complete, heat to reflux for 3h. TLC detected that the reaction was complete, and the organic phase was concentrated under reduced pressure and recrystallized to obtain 3.1 g of a yellow solid, with a yield of 58.7%. 98.2% purity.

[0030] The liquid phase diagram of 2‐(3‐benzyl‐2‐(dimethylamino)phenyl)acetamide is shown in figure 1 As shown, it can be seen from the figure that the purity of 2-(3-benzyl-2-(dimethylamino)phenyl)acetamide is 98.2%; the prepared 2-(3-benzyl-2 ‐(Dimethylamino)phenyl)acetamide has a hydrogen spectrum as figure 2 shown.

Embodiment 2

[0031] Embodiment 2: the preparation of 2-(3-benzyl-2-(dimethylamino) phenyl) acetamide

[0032] Add 5g (19.66mmol) of the compound shown in formula a into a 250ml reaction flask, add 100ml tetrahydrofuran, stir to dissolve, add 3.22g (33.43mmol) dimethyl sulfate dropwise at room temperature, after the drop is completed, heat up to reflux for 6h, TLC After the reaction was completed, suction filtration was performed, and the filtrate was distilled under reduced pressure to obtain 4.9 g of solids, which were recrystallized to obtain 2.9 g of solids. The yield was 56.7%. The obtained compound is the same as in Example 1.

Embodiment 3

[0033] Embodiment 3: the preparation of 2-(3-benzyl-2-(dimethylamino) phenyl) acetamide

[0034] Add 5g (19.66mmol) of the compound shown in formula a into a 250ml reaction bottle, add 100ml ethyl acetate, stir to dissolve, add 3.79g (39.32mmol) dimethyl sulfate dropwise at room temperature, after the drop is completed, heat up to reflux for 2h , the TLC reaction was completed, suction filtered, and the filtrate was distilled under reduced pressure to obtain 4.9 g of solids, and recrystallized to obtain 3.0 g of solids. The yield was 57.7%. The obtained compound is the same as in Example 1.

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 relates to a novel compound 2-(3-benzyl-2-(dimethylamino) phenyl)acetamide as well as a synthesis method and an application thereof. The structural formula of the compound is shown in the specification. The synthesis method comprises the following steps: adding 2-amino-3-benzoyl phenylacetamide into a reactor, adding an organic solvent and a methylation reagent, carrying out temperature control reflux reaction, performing filtering and decompress concentrating to obtain 2-(3-benzyl-2-(dimethylamino)phenyl)acetamide. The invention also provides the application of the compound 2-(3-benzyl-2-(dimethylamino)phenyl)acetamide as an impurity reference substance in the stability quality control of parapafine. The synthesis process is stable, simple to operate, high in purity and free of special harsh reaction conditions, and is an economical method for preparing 2-(3-benzyl-2-(dimethylamino)phenyl) acetamide;

Description

technical field [0001] The invention belongs to the field of organic synthesis and medical technology, in particular to a new compound 2-(3-benzyl-2-(di [0002] Methylamino) phenyl) acetamide and its synthesis method and use. Background technique [0003] Nepafenac is a new type of ophthalmic non-steroidal antipyretic, analgesic and anti-inflammatory drug, which was developed by Alcon Company of the United States and approved by FDA in August 2005 for the treatment of pain and inflammation associated with cataract surgery. , strong targeting effect, less toxic side effects and other advantages. [0004] In the process of new drug research and development, the quality of drugs is an important criterion to measure the quality of drugs, and the quality of drugs depends largely on the content of active ingredients in drugs. The content of the active ingredient of the drug is an important indicator of the purity of the drug, and the impurities in the drug directly affect the c...

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): C07C237/20C07C231/12G01N30/02
CPCG01N30/02C07C231/12C07C237/20
Inventor 王德才范兴风王鑫袁晨欢
Owner 南京双科医药开发有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap