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

Preparation method of 2-phenylbenzothiazole derivative

A technology of derivatives, phenylbenzene, is applied in the field of preparation of 2-phenylbenzothiazole derivatives, and can solve the problems of large raw material pollution, long reaction steps, complicated post-processing and the like of 2-phenylbenzothiazole derivatives , to achieve the effect of simple and easy synthesis operation, low energy consumption and high atomic utilization rate.

Pending Publication Date: 2021-09-10
陕西维世诺新材料有限公司
View PDF0 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Based on the problems that the existing 2-phenylbenzothiazole derivative raw materials are polluted and expensive, the reaction steps are long, the reaction is complicated, the yield is low, and the post-treatment is complicated, the application provides a 2-phenylbenzothiazole derivative method of preparation

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 2-phenylbenzothiazole derivative
  • Preparation method of 2-phenylbenzothiazole derivative
  • Preparation method of 2-phenylbenzothiazole derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Add 480ml polyphosphoric acid and 120ml phosphoric acid to a 1000ml reactor, heat up to 80°C, start stirring, then add (0.384mol, 48g) o-aminothiophenol and stir for half an hour, then add (0.384mol, 77g) p-bromobenzoic acid ; Heating up to 150°C, reacting for 1 hour, cooling down to 80°C, adding to 1200ml water to quench for 1 hour, filtering with suction funnel to obtain solid crude product, dissolving the solid crude product in ethyl acetate, passing through a silica gel column, and concentrating to obtain the fine product Product 2-(4-bromophenyl)benzothiazole, HPLC=99.2%, 102.5g yield 92%.

Embodiment 2

[0045] Add 480ml polyphosphoric acid and 120ml phosphoric acid to a 1000ml reactor, heat up to 80°C, start stirring, then add (0.384mol, 48g) o-aminothiophenol and stir for half an hour, then add (0.384mol, 77g) m-bromobenzoic acid ; Heating up to 160°C, reacting for 2 hours, cooling down to 90°C, adding to 1200ml water to quench for 1 hour, filtering with suction funnel to obtain solid crude product, dissolving the solid crude product in ethyl acetate, passing through a silica gel column, and concentrating to obtain the fine product Product 2-(3-bromophenyl)benzothiazole, HPLC=99.3%, 91.3g, yield 85%.

Embodiment 3

[0047]Add 480ml polyphosphoric acid and 120ml phosphoric acid to a 1000ml reactor, heat up to 80°C, start stirring, then add (0.384mol, 48g) o-aminothiophenol and stir for half an hour, then add (0.768mol, 105.2g) p-aminobenzene Formic acid; heat up to 170°C, react for 3 hours, cool down to 80°C, add to 1200ml water to quench for 1 hour, detect the raw material o-aminothiophenol through liquid phase to complete the reaction but there is a large excess of p-aminobenzoic acid, filter with suction The solid crude product was obtained by suction filtration through a funnel. The solid crude product was dissolved in ethyl acetate and passed through a silica gel column. After concentration, the crude product had a purity of 94.3%, and then recrystallized with ethanol to obtain the product 2-(4-aminophenyl)benzothiazole, HPLC=99.0 %, 45.1g yield 52%.

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 belongs to the technical field of organic chemical synthesis, and particularly relates to a preparation method of a 2-phenylbenzothiazole derivative. An existing 2-phenylbenzothiazole derivative is high in raw material pollution, high in price, long in reaction step, complex in reaction, low in yield and complex in post-treatment. The invention provides the preparation method of the 2-phenylbenzothiazole derivative. Substituted aryl carboxylic acid and o-aminothiophenol are used as raw materials to react to obtain the 2-phenylbenzothiazole derivative. No waste solvent is generated, less waste water is generated, and the atom utilization rate is high, so that the method is more environment-friendly.

Description

technical field [0001] The application belongs to the technical field of organic chemical synthesis, and in particular relates to a preparation method of 2-phenylbenzothiazole derivatives. Background technique [0002] The molecular formula of 2-phenylbenzothiazole is C13H9NS, which is insoluble in water. Due to its special structure, 2-phenylbenzothiazole derivatives have many applications. The introduction of different active groups in the 2 positions of its structure will have different applications and better performance in different fields. Due to the continuous research and development of organic electro-luminescent materials by scientists in recent years, the 2 positions introduced each Such substituents require higher and higher purity and yield, and with the continuous breakthrough and marketization of OLED organic light-emitting materials, there is a greater demand for its intermediate materials, so continuous innovation and continuous improvement of processes are...

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): C07D277/66
CPCC07D277/66
Inventor 吕钟
Owner 陕西维世诺新材料有限公司
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