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Method for selectively oxidizing sulfide

A sulfide and selective technology, which is applied in the direction of chemical instruments and methods, preparation of organic compounds, chemical/physical processes, etc., can solve problems such as not suitable for large-scale application and high price, and achieve high selectivity, less three wastes, and High conversion effect

Active Publication Date: 2012-06-27
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although tert-butyl hydroperoxide or hydrogen peroxide has good oxidation performance, it is expensive compared with oxygen and is not suitable for large-scale industrial application

Method used

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  • Method for selectively oxidizing sulfide
  • Method for selectively oxidizing sulfide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Take 3g of cyanamide, dissolve it in 3g of water, add 407.5g of Ludox HS, raise the temperature to 80°C to remove water, and obtain a white solid, heat up to 550°C at 2.5°C / min to polymerize for 4h, cool to room temperature and use 4M / L The ammonium bifluoride solution removes the template agent, and after drying, a yellow mesoporous carbon nitride material is obtained; XRD analysis has two peaks, and 2θ=27.4° is the (002) peak of the material, representing that the distance between the material layers is 0.34nm , 2θ=13.0° is the (100) peak of the material, which represents the regularity of the layered structure of the material, and the specific surface area of ​​the material is 200m 2 / g.

[0020] Put 50mg of mesoporous carbon nitride catalyst into a 50ml three-neck round-bottomed flask, add 3ml of acetonitrile and 2mmol of isobutyraldehyde as a cocatalyst, take 1mmol of raw material sulfide anisole into the round-bottomed flask, and react with oxygen (bubbling) at 25...

Embodiment 2

[0022] Put 50 mg of the mesoporous carbon nitride catalyst prepared in Example 1 into a 50 ml three-necked round-bottomed flask, add 3 ml of acetonitrile, take 1 mmol of the raw material sulfide anisole and add it to the round-bottomed flask, and react with oxygen (bubbling), and react at 25 ° C for 8 Hour. After the reaction was completed, it was filtered and washed three times with ethanol. Gas chromatography analysis showed that the conversion rate of sulfide anisole was 27.6%, and the selectivity of sulfoxide was 98.9%.

Embodiment 3

[0024] Put 50mg of the mesoporous carbon nitride catalyst prepared in Example 1 into a 50ml three-necked round-bottomed flask, add 3ml of acetonitrile and 2mmol of benzaldehyde as a cocatalyst, take 1mmol of the raw material sulfide anisole and add it to the round-bottomed flask, and pass through oxygen (bubbling) The reaction was carried out at 25°C for 8 hours. After the reaction was completed, it was filtered and washed three times with ethanol. Gas chromatography analysis showed that the conversion rate of sulfide anisole was 35.2%, the selectivity of sulfoxide was 78.5%, and the selectivity of sulfone was 20.2%.

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Abstract

The invention relates to a method for selectively oxidizing sulfide. A mesoporous carbon nitride material is taken as a catalyst; oxygen is taken as an oxidant; the mass ratio of the raw material sulfide to the catalyst is (2000:1) to (1:1); the reaction temperature is 0-250 DEG C; the reaction time is 4-24 hours; and the sulfide is selectively oxidized, thereby obtaining the corresponding sulphoxide compound. The technology of preparing the sulphoxide compound by selectively oxidizing the sulfide provided by the invention has the advantages that the process flow is short, the three wastes are few, the conversion rate of the raw material sulfide is high and the selectivity of the product sulphoxide is high; the cheap oxygen is taken as the oxidant, so that the production cost is lowered; and after the reaction is ended, the catalyst is recycled according to a simple filtering method.

Description

technical field [0001] The invention relates to the field of synthesis of sulfoxide compounds, in particular to a method for preparing sulfoxide compounds through selective oxidation of sulfides. Background technique [0002] Sulfoxide compounds are often biologically active and are important intermediates in the synthesis of drugs or agricultural chemicals. [0003] The most common method for the preparation of sulfoxides is the selective oxidation of organic sulfides. In existing catalyst systems, stoichiometric oxidants such as trifluoroperacetic acid, nitric acid and sulfuric acid in nitromethane, and iodic acid can selectively oxidize organic sulfides to corresponding sulfoxides, but these processes are long and wasteful. Many, poor product quality, harsh operating environment. [0004] In recent years, new catalyst systems such as metal-based catalysts have been gradually developed to catalyze the selective oxidation of organosulfides, but generally tert-butyl hydrop...

Claims

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Application Information

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IPC IPC(8): C07B45/04C07C315/02C07C317/14C07C317/22C07D307/38B01J27/24B01J31/02
CPCY02P20/584
Inventor 王勇张鹏飞李浩然
Owner ZHEJIANG UNIV
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