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A kind of supported gold catalyzed the method for hydration of nitrile to prepare amide

A gold-catalyzed nitrile hydration and loading technology, which is applied in the preparation of organic compounds, chemical instruments and methods, and the formation/introduction of amide groups, can solve the problems of poor substrate tolerance and difficulty in the hydrolysis of aromatic nitriles, and achieve reaction Small corrosion, light treatment burden of three wastes, beneficial to large-scale production

Inactive Publication Date: 2011-12-21
FUDAN UNIV
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  • Abstract
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  • Application Information

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Problems solved by technology

On the other hand, the substrate tolerance of biological enzyme catalysts is poor. Although some biological enzyme catalysts are used in the industrial production of acrylamide from the hydrolysis of acrylonitrile, it is still difficult to use them in the hydrolysis of aromatic nitriles.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] A three-neck flask with a capacity of 10 mL was charged with 1 mmol benzonitrile, 200 mg 1.5% wt Au / CeO 2 Catalyst, 3 mL of water, the reaction temperature was 130°C, and the mixture was stirred in an air atmosphere for 12 h. The results of liquid chromatography analysis showed that the conversion rate of benzyl nitrile into benzamide was 99.8%, and the selectivity was 99%.

Embodiment 2

[0019] 1 mmol p-chlorobenzonitrile, 200 mg 1.5%wt Au / CeO 2 Catalyst, 1 mL of water and 3 mL of ethanol, the reaction temperature is 160 ° C, stirred in the air atmosphere for 8 h, the results of liquid chromatography analysis l p-chlorophenylacetonitrile into p-chlorobenzamide conversion rate of 99.9%, selectivity 99.5%.

Embodiment 3

[0021] 1 mmol of p-nitrobenzonitrile, 300 mg of 1% wt Au / ZnO catalyst, and 3 mL of water were placed in a three-necked flask with a capacity of 10 mL, and the reaction temperature was 160 °C, stirred for 5 h in an air atmosphere, and analyzed by liquid chromatography. Analysis results showed that the conversion rate of p-nitrobenzonitrile into p-nitrobenzamide was 99%, and the selectivity was 96%.

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Abstract

The invention belongs to the technical field of preparation of amide, and particularly relates to a method for preparing amide from nitrile by hydration in presence of supported gold as catalyst. In the method, supported gold is used as a catalyst, and nitrile is used as a reaction substrate and is subjected to hydration reaction with water at room temperature or at the temperature of 30-200 DEG C to prepare the amide, wherein the used nitrile is an aliphatic compound of the nitrile or an aromatic nitro compound of the nitrile; the aromatic nitro compound has or does not have one or more substituents; and the one or more substituents are one or more electron-donating groups and / or electron-withdrawing groups. The method has the advantages of easiness, convenience and safety in operation, readily available raw materials, low pollution, high yield and easiness in separation, recovery and recycling of the catalyst.

Description

technical field [0001] The invention belongs to the technical field of amide preparation, and in particular relates to a method for preparing amide by catalyzing nitrile hydration with supported gold. Background technique [0002] Amides are important organic synthesis intermediates and raw materials for engineering plastics and lubricants. They are widely used in wastewater treatment, soil stabilization, papermaking, polymer manufacturing, and as additives for textiles, paints, and cement. In the early industry, the conversion of nitrile compounds into corresponding amides usually required relatively harsh conditions such as high temperature and strong acid. The requirements for equipment are high, and the three wastes are serious. Acid-catalyzed processes are gradually being replaced. [0003] At present, under the catalysis of transition metal complexes, the hydrolysis of cyanide to amides is widely used. When a transition metal is used as a catalyst, the coordination ...

Claims

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Application Information

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IPC IPC(8): C07B43/06C07C231/06C07C233/65C07C233/09C07C233/05C07D307/68C07D213/82C07D241/24C07D333/38
CPCY02P20/582Y02P20/584
Inventor 曹勇刘永梅何林
Owner FUDAN UNIV
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