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

Method for synthesizing 3-(5'-substitution-2-benzoxazole group)-7-diethyl amino group H-1-benzopyrans-2-ketone

A technology of benzoxazolyl and diethylamino, which is applied in the field of synthesis of substituted benzopyrone, can solve the problems of low yield, complicated operation, and many steps, and achieve reduction of reaction steps and simple synthesis process , the effect of mild reaction conditions

Inactive Publication Date: 2006-04-19
ZHEJIANG UNIV OF TECH
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0022] In general, the above routes all have the characteristics of relatively many steps, complicated operation and low yield.

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
  • Method for synthesizing 3-(5'-substitution-2-benzoxazole group)-7-diethyl amino group H-1-benzopyrans-2-ketone
  • Method for synthesizing 3-(5'-substitution-2-benzoxazole group)-7-diethyl amino group H-1-benzopyrans-2-ketone
  • Method for synthesizing 3-(5'-substitution-2-benzoxazole group)-7-diethyl amino group H-1-benzopyrans-2-ketone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1 Synthesis of 3-(5'-chloro-2-benzoxazolyl)-7-diethylamino-2H-1-benzopyran-2-one

[0043] Add 2g (0.017mol) ethyl cyanoacetate, 3.4g (0.017mol) 4-N, N-diethylaminosalicylaldehyde, 2.5g (0.017mol) 4- Chloro-o-aminophenol, 0.8g (0.0058mol) phenylacetic acid, 50mL n-amyl alcohol, heated to reflux, reacted for 10 hours, evaporated about 3 / 4 of the solvent, cooled to room temperature, added 2% NaOH aqueous solution and stirred for half an hour, filtered After drying, 5.0 g of yellow powder was obtained, the yield: 77.4%, and the melting point was 195-196°C.

Embodiment 2

[0044]Example 2 Synthesis of 3-(5'-methyl-2-benzoxazolyl)-7-diethylamino-2H-1-benzopyran-2-one

[0045] Add 2g (0.017mol) ethyl cyanoacetate, 3.4g (0.017mol) 4-N, N-diethylaminosalicylaldehyde, 2.2g (0.017mol) 4- Methyl o-aminophenol, 1.0g (0.0058mol) p-toluenesulfonic acid, 50mL n-octanol, heated to reflux, reacted for 15 hours, evaporated about 3 / 4 of the solvent, cooled to room temperature, added 2% NaOH aqueous solution and stirred for half hours, filtered and dried to obtain 4.8g of yellow powder, yield: 78%, melting point: 209-210°C.

Embodiment 3

[0046] Example 3 Synthesis of 3-2-benzoxazolyl-7-diethylamino-2H-1-benzopyran-2-one

[0047] Add 2g (0.017mol) ethyl cyanoacetate, 3.4g (0.017mol) 4-N, N-diethylamino salicylaldehyde, 1.9g (0.017mol) o-amino Phenol, 0.9g (0.0058mol) phenylpropionic acid, 50mL butanone, heated to reflux, reacted for 15 hours, evaporated about 3 / 4 of the solvent, cooled to room temperature, added 2% NaOH aqueous solution and stirred for half an hour, filtered and dried, 4.5 g of yellow powder was obtained, the yield: 74.8%, and the melting point was 185-186°C.

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

A process for synthesizing 3-(5í»-substituent-2-benzoxazolyl)-7-diethylamino-2H- 1-benzopyran-2-one includes such steps as the reflux reaction between ethyl cyanoacetate, 4-N,N-diethylamino salicylaldehyde and 0-aminophenol derivative in non-protonic polar solvent for 10-24 hr under the action of catalyst, and post-treating.

Description

(1) Technical field [0001] The invention relates to a synthesis method of substituted benzopyrone. (2) Background technology [0002] The research of organic electroluminescent materials and devices is the key to the research of flat panel display technology. Coumarin derivatives are organic pigment materials that can emit strong fluorescence. 3-(5'-substituent-2-benzoxazolyl)-7-diethylamino-2H-1-benzopyran-2-one is a coumarin derivative, which is a class of very good Fluorescent chromophoric materials, laser dyes and organic nonlinear optical materials have application properties such as high fluorescence efficiency and unique color and brilliance in molecular devices. In the host-guest emitter structure of the new suspension system organic electroluminescent material, the coumarin compound with high fluorescence efficiency can be used as the host emitter, that is, the matrix structure of the emitter; the electron transport unit with high electron affinity, oxadiazole, T...

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): C07D413/04C07D263/56C07D311/20
Inventor 高建荣贾建洪盛卫坚赵海莹叶芳芳
Owner ZHEJIANG UNIV OF TECH
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