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

A kind of para-position c-h alkylated aromatic amine and preparation method thereof

A technology for alkylating arylamine and C-H, which is applied in the field of alkylating arylamine and its preparation, can solve the problems of harsh reaction conditions, high reaction temperature, and can not use drug para-reaction, and achieves mild reaction conditions and environmental friendliness. Effect

Active Publication Date: 2022-07-26
HEILONGJIANG UNIV
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The existing synthesis method of para-alkylation of aniline requires high reaction temperature and harsh reaction conditions, which cannot be applied to the problem of para-reaction of drugs, and provides a para-position C-H alkylation aromatic amine and its preparation method

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
  • A kind of para-position c-h alkylated aromatic amine and preparation method thereof
  • A kind of para-position c-h alkylated aromatic amine and preparation method thereof
  • A kind of para-position c-h alkylated aromatic amine and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

specific Embodiment approach 1

[0027] Embodiment 1: The structural formula of a para-position C-H alkylated arylamine of the present embodiment is: Wherein A is C, O, P or S; R 1 , R 2 and R 3 is a fluorine-containing or fluorine-free organic group, and the organic group is an alkyl group, an alkenyl group, an alkynyl group, a nitro group, a cyano group or an aryl group; the value range of n is 0

specific Embodiment approach 2

[0028] Specific embodiment two: This embodiment is a kind of preparation method of para-position C-H alkylated arylamine is completed according to the following steps:

[0029] Add aromatic amine, derivative, catalyst, phosphorus-containing ligand, alkali, silver salt and solvent to the Schlenk tube, mix well, and then react at a temperature of 0 ° C ~ 80 ° C and light source irradiation to obtain para-position C-H alkane alkylated arylamines;

[0030] The structural formula of described aromatic amine is where A is C, O, P or S; R 1 and R 2 is a fluorine-containing or fluorine-free organic group, and the organic group is an alkyl group, an alkenyl group, an alkynyl group, a nitro group, a cyano group or an aryl group; the value range of n is 0

[0031] The structural formula of the derivative is R 3 -X, where R 3 is a fluorine-containing or non-fluorine-containing organic group, the organic group is an alkyl group, an alkenyl group, an alkynyl group, a nitro group,...

specific Embodiment approach 3

[0038] Embodiment 3: This embodiment is different from Embodiment 1 or Embodiment 2 in that the reaction time is 1 h to 102 h. Other steps are the same as in the first or second embodiment.

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 para-position C-H alkylated arylamine and a preparation method thereof relate to an alkylated arylamine and a preparation method thereof. The existing synthetic method for the para-alkylation of aniline requires higher reaction temperature and harsher reaction conditions, and cannot be applied to the problem of para-reaction of medicines. The structural formula of a para-position C-H alkylated aromatic amine is: Method: add aromatic amine, derivative, catalyst, phosphorus-containing ligand, alkali, silver salt and solvent into the Schlenk tube, mix well, and then at a temperature of The reaction is carried out at 0°C to 80°C under the condition of light source irradiation to obtain the para-position C-H alkylated arylamine. The present invention utilizes visible light-induced photoreaction to prepare para-position C-H alkylated arylamine, and has the characteristics of mild reaction conditions, environmental friendliness and the like; the yield of para-position C-H alkylated arylamine prepared by the present invention is 95% ~99%. The present invention can obtain a para-position C-H alkylated aromatic amine.

Description

technical field [0001] The present invention relates to an alkylated aromatic amine and a preparation method thereof. Background technique [0002] At present, para-alkylation, difluoroalkylation and perfluoroalkylation of aniline at high temperature have been achieved. The para-alkylation of aniline was achieved at 120 °C using ruthenium catalysis (Angew. Chem. Int. Ed. 2017, 129, 15327-15331). The para-difluoroalkylation of aniline was achieved at 120 °C using ruthenium catalysis (Nat. Commun. 2018, 9, 1189; Chem. Commun., 2018, 54, 9541-9544); the para-difluoroalkylation of aniline at 140 ° C was achieved by iron catalysis Para-difluoroalkylation (J.Am.Chem.Soc.2020,142,20524-20530); Palladium-catalyzed para-difluoroalkylation of aniline at 140℃ (ChemCatChem.2021,13,1738-1742) . Para-perfluoroalkylation of aniline was achieved using molybdenum at 140 °C (Org. Lett. 2019, 21, 6481-6484). [0003] However, at present, these synthetic methods often require higher reactio...

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 Patents(China)
IPC IPC(8): C07C271/28C07C269/06
CPCC07C269/06C07C271/28
Inventor 安光辉程瑶航李光明
Owner HEILONGJIANG 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