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Method for preparing N-heterocyclic compound by reducing N-heteroarene compound

A compound and heteroaromatic technology, applied in the field of preparation of N-heterocyclic compounds, can solve problems such as large safety hazards, high equipment requirements, and reactor overheating, and achieve high conversion rate, high activity, and good stability

Inactive Publication Date: 2018-07-13
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the industry is mainly prepared by hydrogenation of N-heteroaromatic compounds (mainly quinoline). The reaction usually requires higher temperature and higher pressure, which is easy to cause local overheating of the reactor, high requirements for equipment, and safety hazards in the production process. Big

Method used

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  • Method for preparing N-heterocyclic compound by reducing N-heteroarene compound
  • Method for preparing N-heterocyclic compound by reducing N-heteroarene compound
  • Method for preparing N-heterocyclic compound by reducing N-heteroarene compound

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A kind of preparation method of nitrogen-doped carbon material supported palladium (Pd / CN) catalyst, its steps are as follows:

[0027] Add a mixture of glucose and melamine with a mass ratio of 1:1.5 to KCl and ZnCl with a mass ratio of 7.65:3.45 2 Grind the mixture thoroughly and evenly (the mass ratio of glucose to KCl is 1:7.65). In a tube furnace, under the protection of nitrogen, the temperature is raised to 240°C at 3°C / min and kept for 4 hours, and then the temperature is raised to 800°C at 1°C / min. , kept at 800°C for 6h, cooled and taken out, the product was washed with deionized water, and the washed solid was dried at 80°C for 12h to obtain a nitrogen-doped carbon material, referred to as C 1 N 1.5 Material.

[0028] Take 0.2g of C 1 N 1.5 The material is dispersed in 50mL water, ultrasonicated for one hour to form a dispersion, and 12mg of Na 2 PdCl 4 Dissolve it in 2mL of water, then add it to the above dispersion, stir for one hour to form a suspens...

Embodiment 2

[0030] A preparation method of a nitrogen-doped carbon material supported Pd (Pd / CN) catalyst, the steps of which are as follows:

[0031] Melamine and glucose mixture with a mass ratio of 1:2 and KCl and ZnCl with a mass ratio of 7.65:3.45 2 The mixture was fully stirred evenly (the mass ratio of glucose to KCl was 2:7.65). In a tube furnace, under the protection of nitrogen, the temperature was raised to 240°C at 3°C / min and kept for 4h, then the temperature was raised to 800°C at 1°C / min. After keeping at 800 °C for 6 h, take it out after cooling, wash the product with deionized water, and dry the washed solid at 80 °C for 12 h to obtain a nitrogen-doped carbon material, referred to as C 2 N 1 Material.

[0032] Take 0.2g of C 2 N 1 The material is dispersed in 50mL water, ultrasonicated for one hour to form a dispersion, and 12mg of Na 2 PdCl 4 Dissolve it in 2mL of water, then add it to the above dispersion, stir for one hour to form a suspension, add 4mL of NaBH 4...

Embodiment 3

[0034] A kind of preparation method of nitrogen-doped carbon material supported palladium (Pd / CN) catalyst, its steps are as follows:

[0035]Melamine and glucose mixture with a mass ratio of 2:1 and KCl and ZnCl with a mass ratio of 7.65:3.45 2 The mixture was ground thoroughly and uniformly (the mass ratio of glucose to KCl was 1:7.65). In a tube furnace, under the protection of nitrogen, the temperature was raised to 240°C at 3°C / min and kept for 4 hours, and then the temperature was raised to 800°C at 1°C / min. After keeping at 800 °C for 6 h, take it out after cooling, wash the product with deionized water, and dry the washed solid at 80 °C for 12 h to obtain a nitrogen-doped carbon material, referred to as C 1 N 2 Material.

[0036] Take 0.2g of C 1 N 2 The material is dispersed in 50mL water, ultrasonicated for one hour to form a dispersion, and 12mg of Na 2 PdCl 4 Dissolve it in 2mL of water, then add it to the above dispersion, stir for one hour to form a suspens...

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Abstract

The invention belongs to the technical field of N-heterocyclic compounds and in particular relates to a method for preparing an N-heterocyclic compound by reducing an N-heteroarene compound. A nitrogen-doped carbon material loaded palladium catalyst is utilized; the catalyst takes potassium chloride and zinc chloride as a pore-forming agent, and glucose and melamine as a carbon source and a nitrogen source; high-temperature thermal decomposition is carried out to obtain a nitrogen-doped carbon material; the nitrogen-doped carbon material and Na2PdCl4 are subjected to reaction, so as to obtainthe nitrogen-doped carbon material loaded palladium catalyst; the catalyst can be used for catalyzing N-heteroarene compound hydrogenation reduction reaction under a moderate condition. The catalyst provided by the invention has the advantages of simple preparation method; the catalyst has relatively great stability, can be circulated for 16 times or more and has a good industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of preparation of N-heterocyclic compounds, and in particular relates to a method for preparing N-heterocyclic compounds by reducing N-heteroaromatic compounds. Background technique [0002] Heterocyclic chemistry has attracted considerable attention in recent years due to its increasing importance in the field of pharmaceutical compounds and industrial chemicals. In particular, nitrogen-containing heterocycles are important substructures found in many natural or synthetic alkaloids. They are also the basis for many compounds with industrial applications, such as pigments, brighteners for paints and organic fluorophores for electroluminescent devices. At present, the industry is mainly prepared by hydrogenation of N-heteroaromatic compounds (mainly quinoline). The reaction usually requires higher temperature and higher pressure, which is easy to cause local overheating of the reactor, high requirements for ...

Claims

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Application Information

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IPC IPC(8): B01J27/24B01J23/44C07D215/06C07D215/26C07D217/02C07D219/02C07D221/10C07D221/12C07D241/42
CPCB01J23/44B01J27/24C07D215/06C07D215/26C07D217/02C07D219/02C07D221/10C07D221/12C07D241/42
Inventor 张泽会龚政刘冰池泉
Owner SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES