Synthesis method of carbon nitride loaded copper catalyst

Abstract

The invention provides a synthesis method of a carbon nitride loaded copper catalyst and relates to the technical field of synthesis of catalysts. The carbon nitride loaded copper catalyst is synthesized from melamine and copper nitrate. The technological method is simple, the raw materials are easy to obtain, and high practical application value is achieved. The catalyst can catalyze halohydrocarbon to be coupled with amine, different from traditional heterogeneous catalysts, in the catalyst, a carrier nitrogen and copper have a coordination effect, and the activity of the catalyst can be improved. In addition, the catalyst can be recycled. Thus, the catalyst has the stability of the inorganic heterogeneous catalysts and the variability of the organic heterogeneous catalysts at the same time, and wide application prospects are achieved.

Description

technical field

[0001] The invention relates to the technical field of catalyst synthesis, in particular to a method for preparing a catalyst for the reaction of coupling a halogenated hydrocarbon with an amine to form a carbon-nitrogen bond. Background technique

[0002] The formation of carbon-nitrogen bonds can be used to construct a variety of useful structures, many of which are widely found in pharmaceuticals. Therefore, the reaction of coupling halogenated hydrocarbons with amines to form carbon-nitrogen bonds is a key reaction in drug synthesis. At this stage, the reaction needs to be realized by catalysts, and homogeneous catalysts are widely used because of their high efficiency and easy availability. However, traditional homogeneous catalysts are difficult to recycle and require the use of organic ligands to enhance the catalytic activity, these limitations lead to the generation of a large amount of waste, which is not conducive to large-scale production. There...

Examples

Embodiment 1

[0012] 1. Combined with the catalyst:

[0013] Take 10mmol (1.26g) of melamine and 10mmol (1.88g) of copper nitrate into 20mL of water, stir evenly, then spread it on a watch glass, put it in an oven at about 60°C for 24 hours, take it out, and grind it into a powder. Using a tubular muffle furnace, in the air, the temperature was raised to 500°C at 5°C / min, calcined for 4h, taken out and cooled to obtain a nitrogen carbide supported copper catalyst.

[0014] 2. The activity of the obtained catalyst can be characterized by the coupling reaction between iodobenzene and 2-aminopyrimidine. The specific experimental steps are:

[0015] Take 5 mg of nitrogen carbide-supported copper catalyst and put it into the sealed tube, then add 142.65 mg of 2-aminopyrimidine (1.5 mmol) and 224.5 mg of potassium tert-butoxide (2 mmol), use the double-row tube to vacuumize and then fill with nitrogen, repeat this for 3 Second-rate. Under nitrogen gas, inject 204mg iodobenzene (1mmol) and 2ml d...

Embodiment 2

[0017] Embodiment 2: other conditions are the same as embodiment 1, and the activity of the catalyst prepared by different molar ratios of copper nitrate and ammonium cyanide is tested, and the experimental results are shown in Table 1.

[0018] Table 1 Test of the activity of catalysts prepared with different molar ratios of copper nitrate and ammonium trimer

[0019]

[0020] From the above results, it can be seen that the molar ratio of copper nitrate and cyanamide is preferably 100% (Example 1).

Embodiment 3

[0021] Embodiment 3: other conditions are the same as embodiment 1, and the activity of the catalyst prepared by different melamine and water consumption ratios is checked, and the experimental results are shown in Table 2.

[0022] Table 2 The test of the activity of the catalysts prepared by different ratios of triacylamine and water

[0023]

[0024] From the above results, it can be seen that the catalyst activity is the best when the ratio of triacylamine to water is 0.5 mol / L (Example 1).

technical field

[0001] The invention relates to the technical field of catalyst synthesis, in particular to a method for preparing a catalyst for the reaction of coupling a halogenated hydrocarbon with an amine to form a carbon-nitrogen bond. Background technique

[0002] The formation of carbon-nitrogen bonds can be used to construct a variety of useful structures, many of which are widely found in pharmaceuticals. Therefore, the reaction of coupling halogenated hydrocarbons with amines to form carbon-nitrogen bonds is a key reaction in drug synthesis. At this stage, the reaction needs to be realized by catalysts, and homogeneous catalysts are widely used because of their high efficiency and easy availability. However, traditional homogeneous catalysts are difficult to recycle and require the use of organic ligands to enhance the catalytic activity, these limitations lead to the generation of a large amount of waste, which is not conducive to large-scale production. There...

Examples

Embodiment 1

[0012] 1. Combined with the catalyst:

[0013] Take 10mmol (1.26g) of melamine and 10mmol (1.88g) of copper nitrate into 20mL of water, stir evenly, then spread it on a watch glass, put it in an oven at about 60°C for 24 hours, take it out, and grind it into a powder. Using a tubular muffle furnace, in the air, the temperature was raised to 500°C at 5°C / min, calcined for 4h, taken out and cooled to obtain a nitrogen carbide supported copper catalyst.

[0014] 2. The activity of the obtained catalyst can be characterized by the coupling reaction between iodobenzene and 2-aminopyrimidine. The specific experimental steps are:

[0015] Take 5 mg of nitrogen carbide-supported copper catalyst and put it into the sealed tube, then add 142.65 mg of 2-aminopyrimidine (1.5 mmol) and 224.5 mg of potassium tert-butoxide (2 mmol), use the double-row tube to vacuumize and then fill with nitrogen, repeat this for 3 Second-rate. Under nitrogen gas, inject 204mg iodobenzene (1mmol) and 2ml d...

Embodiment 2

[0017] Embodiment 2: other conditions are the same as embodiment 1, and the activity of the catalyst prepared by different molar ratios of copper nitrate and ammonium cyanide is tested, and the experimental results are shown in Table 1.

[0018] Table 1 Test of the activity of catalysts prepared with different molar ratios of copper nitrate and ammonium trimer

[0019]

[0020] From the above results, it can be seen that the molar ratio of copper nitrate and cyanamide is preferably 100% (Example 1).

Embodiment 3

[0021] Embodiment 3: other conditions are the same as embodiment 1, and the activity of the catalyst prepared by different melamine and water consumption ratios is checked, and the experimental results are shown in Table 2.

[0022] Table 2 The test of the activity of the catalysts prepared by different ratios of triacylamine and water

[0023]

[0024] From the above results, it can be seen that the catalyst activity is the best when the ratio of triacylamine to water is 0.5 mol / L (Example 1).

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