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Method for preparing sulfoxide and sulfone through water phase oxidation of thioether

A technology of sulfide and sulfoxide, which is applied in the field of preparing sulfoxide and sulfone by water-phase oxidation of sulfide, can solve the problems of harsh reaction conditions, use of organic solvents, long reaction time and the like, and achieves high product yield, mild reaction conditions, The effect of low production cost

Active Publication Date: 2018-09-28
东岱(济南)智能技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research still has shortcomings such as the need to use organic solvents, harsh reaction conditions, long reaction time, and complicated catalyst preparation processes.

Method used

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  • Method for preparing sulfoxide and sulfone through water phase oxidation of thioether
  • Method for preparing sulfoxide and sulfone through water phase oxidation of thioether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment 1 (the catalytic oxidation reaction of diethyl sulfide prepares diethyl sulfoxide):

[0034] The diethyl sulfide aqueous solution of 10wt% is joined in the round bottom flask, then adds catalyst (addition is 5% of diethyl sulfide aqueous solution quality), then adds H 2 o 2 (The amount added is 110% of the molar amount of diethyl sulfide), stirred and mixed evenly, placed in an oil bath, heated to 40° C., and reacted for 60 minutes. After the reaction, samples were taken for gas phase analysis, and the test results are shown in Table 2.

[0035] The catalytic oxidation reaction test result of table 2 diethyl sulfide

[0036] Catalyst number

Embodiment 2

[0037] Embodiment 2 (the catalytic oxidation reaction of ethyl phenyl sulfide prepares ethyl phenyl sulfone):

[0038] The ethyl phenyl sulfide aqueous solution of 20wt% is joined in the round bottom flask, then adds catalyst (addition is 10% of ethyl phenyl sulfide aqueous solution quality), then adds H 2 o 2 (the amount added is 350% of the molar amount of ethyl phenyl sulfide), stirred and mixed evenly, placed in an oil bath, heated to 35° C., and reacted for 150 minutes. After the reaction, samples were taken for gas phase analysis, and the test results are shown in Table 3.

[0039] Catalytic oxidation reaction test result of table 3 ethyl phenyl sulfide

[0040] Catalyst number

Embodiment 3

[0041] Embodiment 3 (the catalytic oxidation reaction of diphenyl sulfide prepares diphenyl sulfoxide):

[0042] The diphenyl sulfide aqueous solution of 5wt% is joined in the round bottom flask, then adds catalyst (addition is 1% of the diphenyl sulfide aqueous solution quality), then adds H 2 o 2 (The amount added is 120% of the molar amount of diphenyl sulfide), stirred and mixed evenly, placed in an oil bath, heated to 35° C., and reacted for 60 minutes. After the reaction, samples were taken for gas phase analysis, and the test results are shown in Table 4.

[0043] The catalytic oxidation reaction test result of table 4 diphenyl sulfide

[0044] Catalyst number

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PUM

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Abstract

The invention discloses a method for preparing sulfoxide and sulfone through water phase oxidation of thioether. According to the method, H2O2 and a supported metal oxide catalyst are added to a thioether aqueous solution, and a reaction is performed to obtain sulfoxide and sulfone. According to the present invention, the reaction for preparing sulfoxide or sulfone is performed in the water phaseby using H2O2 as the oxidant without the organic solvent, wherein the product yield is high, the reaction conditions are mild, the reaction process is environmentally friendly, and the production costis low.

Description

technical field [0001] The invention relates to a method for preparing sulfoxide and sulfone by aqueous phase oxidation of sulfide. Background technique [0002] The selective catalytic oxidation of thioethers is one of the key reactions in organic synthesis, which is of great significance both in chemistry and biology. Both sulfoxide and sulfone are precursors of organic synthesis with a wide range of uses, and are often used in the production of fine chemicals and biologically active substances, including pharmaceuticals (such as omeprazole, etc.), intermediates of agricultural chemicals, chiral ligands, etc. . [0003] The preparation of sulfoxides and sulfones usually requires the use of large amounts of strong oxidizing agents. m-Chlorobenzoic acid, sodium hypochlorite, sodium perchlorate and potassium permanganate are all used in the oxidation of sulfides to prepare sulfoxides and sulfones. However, the use of these strong oxidants has disadvantages such as low acti...

Claims

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Application Information

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IPC IPC(8): C07C315/02C07C317/10C07C317/04C07C317/14B01J23/755B01J23/10B01J23/28B01J23/22B01J23/745B01J23/83B01J23/888B01J23/34B01J23/847
CPCB01J23/002B01J23/10B01J23/22B01J23/28B01J23/34B01J23/745B01J23/755B01J23/83B01J23/8472B01J23/8474B01J23/888C07C315/02C07C317/04C07C317/14C07C317/10
Inventor 张俊杰麦裕良蒋婷婷王曦陈佳志张磊高敏李媛
Owner 东岱(济南)智能技术有限公司
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