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Method for synthesizing 2,5-dimethylamino furan through catalytic hydrogenation of 2,5-dicyanofuran

A technology of dimethylaminofuran and dicyanofuran, which is applied in the field of catalytic hydrogenation of 2,5-dicyanofuran to synthesize 2,5-dimethylaminofuran, can solve problems such as difficulty in repeated use, and achieve easy Separation, good application prospects, and good product selectivity

Active Publication Date: 2018-06-08
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
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Problems solved by technology

The above research shows that in the hydrogenation process of 2-cyanofuran, the main problem is that a highly active imine intermediate will be generated during the reaction process, and the imine is prone to side reactions such as its own polymerization to generate the corresponding dioxane. Primary and tertiary amine by-products
In addition, the homogeneous catalysts used in current research also have the problem of being difficult to reuse

Method used

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  • Method for synthesizing 2,5-dimethylamino furan through catalytic hydrogenation of 2,5-dicyanofuran
  • Method for synthesizing 2,5-dimethylamino furan through catalytic hydrogenation of 2,5-dicyanofuran
  • Method for synthesizing 2,5-dimethylamino furan through catalytic hydrogenation of 2,5-dicyanofuran

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Embodiment

[0018] Example: 1 mmol of 2,5-dicyanofuran, 30 mg of Rh / HZSM-5 catalyst with a loading capacity of 5 wt %, and 7 mL of methanol were added to a 15 mL reactor, and the air in the reactor was replaced with hydrogen for 10 times. After raising the temperature to 120°C, fill it with hydrogen to 2.5MPa, and start stirring. If the partial pressure of hydrogen drops, make up to 2.5MPa. After 3 hours of reaction, it was cooled to room temperature. The reaction solution was centrifuged to separate the catalyst, and samples were taken, and liquid chromatography was used for product analysis. Such as figure 1 Shown is the high-performance liquid chromatography (HPLC) figure of reaction solution, wherein the retention time is 11.328min is the raw material 2,5-dicyanofuran, and the retention time is 15.247min is the product 2,5-dimethylaminofuran . A small amount of by-products are diamine and triamine compounds containing multiple furan rings. Using the external standard method as a ...

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Abstract

The invention discloses a method for synthesizing 2,5-dimethylamino furan through catalytic hydrogenation of 2,5-dicyanofuran. According to the method, mesoporous and microporous molecular sieve supported active metal components are taken as a catalyst, and 2,5-dicyanofuran is hydrogenated and converted into 2,5-dimethylamino furan in a high-selectivity manner. The catalysis system uses mild reaction conditions and is simple to operate; the prepared product 2,5-dimethylamino furan has high purity; the used multi-phase catalyst is simple to prepare, high in activity and selectivity and easy toseparate from the system and can still keep higher activity after being repeatedly used.

Description

technical field [0001] The invention relates to a method for synthesizing 2,5-dimethylaminofuran by catalytic hydrogenation of 2,5-dicyanofuran. In the method, active metal components supported by mesoporous and microporous molecular sieves are used as catalysts, and 2, Highly selective hydrogenation of 5-dicyanofuran to 2,5-dimethylaminofuran. Background technique [0002] 2,5-Dimethylaminofuran is an important class of chemical raw materials and intermediates, and has important applications in the fields of medicine, dyes, and pesticides. 2,5-Dimethylaminofuran has the characteristics of a polymer monomer, and can synthesize new polyurethane and polyamide polymer materials through polymerization. also. 2,5-Dimethylaminofuran can be further hydrogenated to obtain hexamethylenediamine product. Therefore, the development of a synthetic route for 2,5-dimethylaminofuran has great application prospects. [0003] After reviewing the literature, there is no report on the catal...

Claims

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Application Information

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IPC IPC(8): C07D307/52
CPCC07D307/52
Inventor 徐杰徐永明马继平高进苗虹贾秀全
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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