Anthracycline bitriazole and copper fluoroborate complex with 4-methylbenzeneboronic acid catalyzing effect and preparation method of anthracycline bitriazole and copper fluoroborate complex

A technology of anthracycline bistriazole copper and copper complexes, which is applied in the field of inorganic synthesis, can solve the problems of expensive palladium catalysts, and achieve the effects of being suitable for large-scale production, low production cost, and high purity

Inactive Publication Date: 2015-04-08
TIANJIN NORMAL UNIVERSITY
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the palladium catalyst is relatively expensive. If the expensive palladium catalyst can be replaced by a cheap

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
  • Anthracycline bitriazole and copper fluoroborate complex with 4-methylbenzeneboronic acid catalyzing effect and preparation method of anthracycline bitriazole and copper fluoroborate complex
  • Anthracycline bitriazole and copper fluoroborate complex with 4-methylbenzeneboronic acid catalyzing effect and preparation method of anthracycline bitriazole and copper fluoroborate complex
  • Anthracycline bitriazole and copper fluoroborate complex with 4-methylbenzeneboronic acid catalyzing effect and preparation method of anthracycline bitriazole and copper fluoroborate complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole (tatrz) ligand

[0029] The preparation method of 1-[9-(1H-1,2,4-triazol-1-yl)anthracene-10-yl]-1H-1,2,4-triazole of the present invention is characterized in In the "one-pot method", the organic compound is prepared by heating 9,10-dibromoanthracene, triazole, potassium carbonate and copper oxide in a polar solvent; wherein 9,10-dibromoanthracene: three Azole: potassium carbonate: the molar ratio of copper oxide is 2:10:30:1;

[0030]

[0031] In the present invention, the molar ratio of 9,10-dibromoanthracene (I): triazole (II): potassium carbonate: copper oxide is preferably 2:10:30:1; the reaction temperature is 120° C., and the reaction time is 150 hours. The polar solvent described in the present invention is DMF.

Embodiment 2

[0033] Cu(BF 4 ) 2 and 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole (tatrz) in a molar ratio of 1: 1;

[0034] tatrz (0.0624 g, 0.2 mmol) and Cu(BF 4 ) 2 (0.0691 g, 0.2 mmol) in H 2 O (6 mL) and CH 3 CN (4 mL) was stirred in a mixed solvent at room temperature for half an hour and then filtered, and the filtrate was volatilized at room temperature to form yellow rod-shaped crystals analyzed by X-ray single crystal diffraction. Yield: 35% (calculated based on tatrz). Elemental analysis (C 36 h 28 B 2 CuF 8 N 12 o 2 ) Theoretical value (%): C, 48.16; H, 3.14; N, 18.72. Found: C, 48.15; H, 3.16; N, 18.69.

[0035] Example 2

[0036] The crystal structure was determined using an APEX II CCD single crystal diffractometer, using graphite monochromatized Mokα rays (λ = 0.71073 ?) as the incident radiation, and ω -2 θ Diffraction points are collected by scanning, and the unit cell parameters are obtained by least square method correction. The ...

Embodiment 3

[0040] Cu(BF 4 ) 2 and 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole (tatrz) in a molar ratio of 1: 1;

[0041] We also tried other ratios such as Cu(BF 4 ) 2 and 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole (tatrz) in a molar ratio of 2: 1, no matter how long the hydrothermal reaction time is, no crystalline compound can be obtained. Therefore Cu(BF 4 ) 2 and 1-[9-(1H-1,2,4-triazol-1-yl)anthracen-10-yl]-1H-1,2,4-triazole (tatrz) in a molar ratio of 1: 1 is the best response ratio.

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 an anthracycline bitriazole and copper fluoroborate complex with a 4-methylbenzeneboronic acid catalyzing effect and a preparation method of the anthracycline bitriazole and copper fluoroborate complex, and discloses a preparation method of {[Cu(tatrz)2(H2O)2] (BF4)2} (1) (tatrz=1-[9-(1H-1, 2, 4-triazole-1-yl)anthracene-10-yl]-1H-1, 2, 4-triazole) and a potential application value of {[Cu(tatrz)2(H2O)2] (BF4)2} (1) (tatrz=1-[9-(1H-1, 2, 4-triazole-1-yl)anthracene-10-yl]-1H-1, 2, 4-triazole) for catalyzing coupled reaction of 4-methylbenzeneboronic acid. The complex is prepared by using a normal-temperature volatilization method comprising the step of volatilizing by stirring Cu(BF4)2 and tatrz at normal temperature. The invention further discloses application of {[Cu(tatrz)2(H2O)2] (BF4)2} (1) (tatrz=1-[9-(1H-1, 2, 4-triazole-1-yl)anthracene-10-yl]-1H-1, 2, 4-triazole) as a catalyst for coupled reaction of 4-methylbenzeneboronic acid.

Description

[0001] The present invention has been funded by the National Natural Science Foundation of China (21471113), the Tianjin Municipal Education Commission project (20140506), the Tianjin Normal University academic innovation promotion project for young and middle-aged teachers, and the Tianjin Higher Education Innovation Team Training Program (TD12-5038). technical field [0002] The invention belongs to the technical field of inorganic synthesis and relates to copper complex {[Cu(tatrz) 2 (H 2 O) 2 ](BF 4 ) 2} (1) Preparation of (tatrz = 1-[9-(1H-1,2,4-triazol-1-yl)anthracene-10-yl]-1H-1,2,4-triazole) Method and application as a catalyst for the coupling reaction of p-tolueneboronic acid. Background technique [0003] The study of highly selective synthesis catalyzed by transition metal complexes has been an active field. Reactions that are difficult to achieve with common synthetic means can sometimes be completed in one step using transition metal complexes under mild 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
IPC IPC(8): C07F1/08B01J31/22C07C1/32C07C15/14
CPCB01J31/1815B01J2231/4205B01J2531/0238B01J2531/16C07B2200/13C07C1/321C07F1/08C07C15/14
Inventor 王英
Owner TIANJIN NORMAL UNIVERSITY
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