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Method for catalytic synthesis of 2-substituted benzothiazole compound by utilizing Yb/MCM-41 molecular sieve-based catalyst

A technology of MCM-41 and benzothiazole, which is applied in the field of rare earth Lewis acid-supported catalysts, can solve the problems of unfavorable catalyst separation, increased cost, and inability to recycle, and achieve high yield, favorable industrial production, and high loading rate Effect

Inactive Publication Date: 2016-08-17
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although these catalysts can play a good catalytic effect, they are not conducive to the separation of catalysts from raw materials and products, especially for these rare earth metals and precious metals, which cannot be recycled, which increases the cost of the reaction.

Method used

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  • Method for catalytic synthesis of 2-substituted benzothiazole compound by utilizing Yb/MCM-41 molecular sieve-based catalyst
  • Method for catalytic synthesis of 2-substituted benzothiazole compound by utilizing Yb/MCM-41 molecular sieve-based catalyst
  • Method for catalytic synthesis of 2-substituted benzothiazole compound by utilizing Yb/MCM-41 molecular sieve-based catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] 1. Synthesis of Yb / MCM-41 molecular sieve catalyst

[0041] (1) Add cetyltrimethylammonium bromide (CATB), ethylamine (EA), deionized water, and magnetons into a round-bottomed flask, stir with a magnetic stirrer, and add orthosilane dropwise while stirring Ethyl Oxide (TEOS), solid dissolved and added dry YbCl 3 , where n(TEOS):n(CTAB):n(YbCl 3 ): n(H 2 O)=1:0.2:0.05:100;

[0042] (2) After stirring for 4 hours, the solids are all dissolved, take out the magnet and wash it, transfer the reactant to a polytetrafluoroethylene inner container, the filling amount of the inner container is 70%, put the inner container into a stainless steel shell, and tighten it The hydrothermal reaction kettle is ready for use;

[0043] (3) Put the hydrothermal reaction kettle into an oven and heat treat at 100°C for 48 hours;

[0044] (4) After the hydrothermal reaction is completed, the mixture is cooled and centrifuged, and the supernatant is evaporated and dried to obtain unreacte...

Embodiment 2

[0051] 1. Synthesis of Yb / MCM-41 molecular sieve catalyst

[0052] (1) Add cetyltrimethylammonium bromide (CATB), ethylamine (EA), deionized water, and magnetons into a round bottom flask, pH = 8-9, stir with a magnetic stirrer, and Add tetraethyl orthosilicate (TEOS) dropwise while stirring, add dry YbCl after the solid dissolves 3 , where n(TEOS):n(CTAB):n(YbCl 3 ): n(H 2 O)=1:0.1:0.07:80;

[0053] (2) After stirring for 4 hours, the solids are all dissolved, take out the magnet and wash it, transfer the reactant to a polytetrafluoroethylene inner container, the filling amount of the inner container is 60%, put the inner container into a stainless steel shell, and screw it tightly The hydrothermal reaction kettle is ready for use;

[0054] (3) Put the hydrothermal reaction kettle into an oven and heat treat at 90°C for 72h;

[0055] (4) Cool the mixture after the completion of the hydrothermal reaction and centrifuge at a speed of 3000-5000r / min, each time for 2-4min, r...

Embodiment 3

[0061] 1. Synthesis of Yb / MCM-41 molecular sieve catalyst

[0062] (1) Add cetyltrimethylammonium bromide (CATB), ethylamine (EA), deionized water, and magnetons into a round-bottomed flask, stir with a magnetic stirrer, and add orthosilane dropwise while stirring Ethyl Oxide (TEOS), solid dissolved and added dry YbCl 3 , where n(TEOS):n(CTAB):n(YbCl 3 ): n(H 2 O)=1:0.3:0.03:120;

[0063] (2) After stirring for 4 hours, the solids are all dissolved, take out the magnet and wash it, transfer the reactant to a polytetrafluoroethylene inner container, the filling amount of the inner container is 65%, put the inner container into a stainless steel shell, and tighten it The hydrothermal reaction kettle is ready for use;

[0064] (3) Put the hydrothermal reaction kettle into an oven and heat-treat at 110°C for 36 hours;

[0065] (4) Cool the mixture after the completion of the hydrothermal reaction and centrifuge at a speed of 3000-5000r / min, each time for 2-4min, repeat 3-4 ti...

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Abstract

The invention relates to a method for the catalytic synthesis of a 2-substituted benzothiazole compound by utilizing a Yb / MCM-41 molecular sieve-based catalyst. The method comprises the steps of (a) subjecting 2-amino thiophenol, an aldehyde compound and a Yb / MCM-41 molecular sieve-based catalyst to agitation backflow in an organic solvent at 70 to 90 DEG C for 4-5 hours to obtain a solid-liquid mixture; (b) filtering the solid-liquid mixture obtained in the step (a) to obtain a solid-state product Yb / MCM-41 molecular sieve-based catalyst, recycling and subjecting the filtrate to column chromatography separation, and obtaining the 2-substituted benzothiazole compound after the separating and purifying process. compared with the prior art, the method is mild in reaction condition, simple in operation, high in yield and good in universality. Meanwhile, the catalyst can be recycled.

Description

technical field [0001] The invention belongs to the field of metal catalysis and organic synthesis, and relates to a rare earth Lewis acid-loaded catalyst, in particular to a method for catalytically synthesizing 2-substituted benzothiazole compounds with a Yb / MCM-41 molecular sieve catalyst. Background technique [0002] Benzothiazole and its derivatives are an important class of nitrogen-containing heterocyclic compounds, and are important constituent fragments of many compounds. Because of its high antiviral, antibacterial, anticancer and other biological activities, it is widely used in medicine and pesticides. In addition, benzothiazole also has many applications in industrial production, such as being used to make dyes and luminescent materials. With the continuous development and progress of society, the excessive use of pesticides has caused unpredictable harm to the human body. At the same time, the incidence of cancer has shown an increasing trend year by year in ...

Claims

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Application Information

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IPC IPC(8): C07D277/66C07D417/04C07D277/64B01J29/03
CPCB01J29/0308B01J2229/18C07D277/64C07D277/66C07D417/04Y02P20/584
Inventor 刘萌霞范丽岩
Owner TONGJI UNIV
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