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Method for preparing organic aromatic amine compound

An amide compound and compound technology, applied in the field of preparation of organic aromatic amine compounds, can solve the problems of poor compatibility, many side reactions, poor versatility and the like, and achieve the effects of high compatibility, short reaction time and few by-products

Inactive Publication Date: 2018-03-23
SUQIAN DEWEICHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the deficiencies of the prior art, to provide a preparation method of organic aromatic amine compounds, which solves the problems of many side reactions, poor compatibility and poor versatility of the preparation method

Method used

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  • Method for preparing organic aromatic amine compound
  • Method for preparing organic aromatic amine compound
  • Method for preparing organic aromatic amine compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] A method for preparing an organic aromatic amine compound. Add an inert amide compound A and a primary amine compound B to a solvent C, add a catalyst D and an inorganic salt E, and heat to 110° C. for 20 hours in a protective gas atmosphere; post-reaction treatment Obtain an organic aromatic amine compound;

[0050] The structural formula of the organic aromatic amine compound is:

[0051]

[0052] The R1 group is -OCH; the R2 group is

[0053] Specifically, the structural formula of the inert amide compound A is as follows:

[0054] The R1 group is -OCH 3 .

[0055] Specifically, the structural formula of the primary amine compound B is as follows:

[0056] The R2 group is

[0057] Specifically, the solvent C is mesitylene.

[0058] Specifically, the catalyst D is nickel acetate and a carbene ligand.

[0059] Specifically, the molar ratio of the nickel acetate to the carbene ligand is 1:2; the structural formula of the carbene ligand is as follows: ...

Embodiment 2

[0068] A method for preparing an organic aromatic amine compound. Add an inert amide compound A and a primary amine compound B to a solvent C, add a catalyst D and an inorganic salt E, and heat to 120° C. for 10 hours in a protective gas atmosphere; post-reaction treatment Obtain an organic aromatic amine compound;

[0069] The structural formula of the organic aromatic amine compound is:

[0070] The R1 group is -CH 3 ; The R2 group is

[0071] Specifically, the structural formula of the inert amide compound A is as follows:

[0072] The R1 group is -CH 3 .

[0073] Specifically, the structural formula of the primary amine compound B is as follows:

[0074] The R2 group is

[0075] Specifically, the solvent C is mesitylene.

[0076] Specifically, the catalyst D is nickel acetate and a carbene ligand.

[0077] Specifically, the molar ratio of the nickel acetate to the carbene ligand is 1:2; the structural formula of the carbene ligand is as follows:

[0078]...

Embodiment 3

[0086] A method for preparing an organic aromatic amine compound. Add an inert amide compound A and a primary amine compound B to a solvent C, add a catalyst D and an inorganic salt E, and heat to 115° C. for 15 hours in a protective gas atmosphere; post-reaction treatment Obtain an organic aromatic amine compound;

[0087] The structural formula of the organic aromatic amine compound is:

[0088] The R1 group is -C 2 h 5 ; The R2 group is

[0089] Specifically, the structural formula of the inert amide compound A is as follows:

[0090] The R1 group is -C 2 h 5 .

[0091] Specifically, the structural formula of the primary amine compound B is as follows:

[0092] The R2 group is

[0093] Specifically, the solvent C is mesitylene.

[0094] Specifically, the catalyst D is nickel acetate and a carbene ligand.

[0095] Specifically, the molar ratio of the nickel acetate to the carbene ligand is 1:2; the structural formula of the carbene ligand is as follows: ...

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Abstract

The invention relates to a method for preparing an organic aromatic amine compound. The method comprises the following steps: adding an inert amide compound A and a primary amine compound B in a solvent C, adding a catalyst D and inorganic salt E, and heating to 110 to 120 DEG C in a protective atmosphere to react for 20 h; reacting and treating to obtain the organic aromatic amine compound. The structural formula of the organic aromatic amine compound is shown in figure, wherein the R1 group is -OCH3, -CH3, -C2H5, -CO2CH3 or -CONMe2, and the R2 group is shown in figure or alkyl. The method provided by the invention has the advantages of low cost, high universality, good compatibility, high yield, high purity, mild condition and industrialization.

Description

technical field [0001] The invention relates to the technical field of synthesis of organic aromatic amine compounds, in particular to a preparation method of organic aromatic amine compounds. Background technique [0002] Amino compounds are organic compounds in which the hydrogen atoms of ammonia are replaced by hydrocarbon groups. One, two or three hydrogen atoms in the ammonia molecule are replaced by alkyl groups, which are called the first amine (primary amine), the second amine (secondary amine) and the third amine (tertiary amine). Their general formula is: RNH2—primary amine, R2NH—secondary amine, R3N—tertiary amine. Amines widely exist in the biological world and have extremely important physiological functions. Therefore, the vast majority of drugs contain amine functional groups - amine groups. Proteins, nucleic acids, many hormones, antibiotics, and alkaloids all contain amino groups, which are complex derivatives of amines. [0003] Formation of C via a tra...

Claims

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Application Information

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IPC IPC(8): C07C217/84C07C213/00C07C211/55C07C211/48C07C209/00C07C229/54C07C227/04C07C255/58C07C253/30
Inventor 卫东吴越董鹏杨洋
Owner SUQIAN DEWEICHEM CO LTD
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