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

Methylene bridging 1,8-naphthyridine ligand and copper (I) complex, preparing method and application

A methylene bridge and complex technology, applied in the chemical field, can solve the problems of high cost, toxic and harmful heavy metal residues, etc., and achieve the effect of shortening the reaction process and simplifying raw materials

Inactive Publication Date: 2016-12-21
HONGHE COLLEGE
View PDF2 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the past ten years, the classic noble metal-catalyzed carbon-hydrogen bond activation has made great progress, but the toxic and harmful heavy metal residues and high cost have been difficult to solve

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
  • Methylene bridging 1,8-naphthyridine ligand and copper (I) complex, preparing method and application
  • Methylene bridging 1,8-naphthyridine ligand and copper (I) complex, preparing method and application
  • Methylene bridging 1,8-naphthyridine ligand and copper (I) complex, preparing method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0042] 1. Synthesis of methylene bridged 1,8-naphthyridine ligand and copper (I) complex:

[0043] 1) Synthesis of 2-methyl-4-R 1 -7-Acetamido-1,8-naphthyridine:

[0044] Add 7-amino-2,4-dimethyl-1,8-naphthyridine or 7-amino-2-methyl-1,8-naphthyridine (4.0 g, 23.1 mmol) into a 100 mL round bottom flask, add 15mL of acetic anhydride, the mixture was refluxed for 2h under the protection of nitrogen, and the reaction liquid was cooled to precipitate yellow crystals, which were filtered to obtain 7-acetamido-2,4-methyl-1,8-naphthyridine or 7-acetamido-2-methyl -1,8-naphthyridine product is directly used in the following reaction;

[0045] 2) No catalyst SP 3 Synthesis of methylene bridged 1,8-naphthyridine ligands by C—H activation:

[0046] Dissolve 0.35g (2.33mmol) o-aldehyde benzoic acid in 30mL N,N-dimethylformamide, raise the temperature to 150°C under nitrogen protection, and then add 0.50g (2.32mmol) 7-acetamido-2,4 -Dimethyl-1,8-naphthyridine and continue to reflux for ...

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 methylene bridging 1,8-naphthyridine ligand and copper (I) complex, a preparing method and an application. The molecular formula of the methylene bridging 1,8-naphthyridine ligand and copper (I) complex is shown in the specification, wherein R1 is hydrogen or methyl. The methylene bridging 1,8-naphthyridine ligand and copper (I) complex is the first complex obtained in the mode that an activation reaction is carried out through a SP3C-H key under the condition that a catalyst is free so far, and it is firstly achieved that a C-C key is activated and constructed through the catalyst-free SP3C-H key. The copper (I) complex can be used as a catalyst of a coupling reaction between aryl halide and imidazole compound C-N, and the yield is high.

Description

technical field [0001] The invention belongs to the technical field of chemistry and relates to naphthyridine complexes. More specifically, it relates to a methylene bridged 1,8-naphthyridine ligand and a copper (I) complex, a preparation method and an application. Background technique [0002] The C—H bond is the simplest and most common functional group in organic compounds. The chemical synthesis based on the C—H bond activation strategy can simplify the raw materials, shorten the reaction process, and realize the target product that is difficult to prepare by conventional methods. It is the most economical and concise , the most efficient way, in line with the development trend of modern green synthetic chemistry, so the synthesis methodology of forming C—C, C—X bonds through the activation of C—H bonds has been widely concerned by organic chemists. However, due to the high bond energy of the C—H bond, low polarity, difficult activation, and low reactivity, it is very d...

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): C07D471/04C07F1/08B01J31/22C07D233/58C07D233/56C07D233/60C07D401/04
CPCB01J31/183B01J2231/4283B01J2531/0213B01J2531/16C07D233/56C07D233/58C07D233/60C07D401/04C07D471/04C07F1/005
Inventor 苟高章汪学全陈雪冰严和平洪涌刘卫
Owner HONGHE COLLEGE
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