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Novel synthesis method for thiophenol derivative

A derivative, thiophenol technology, applied in the field of synthesis of thiophenol derivatives, can solve the problems of three wastes, difficult to handle, high reaction temperature, etc., to improve mass transfer and heat transfer efficiency, simplify production operations, high raw material conversion rate effect

Inactive Publication Date: 2019-04-19
刘碧见
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The benzenesulfonyl chloride method usually uses substituted benzene as a raw material to obtain thiophenol derivatives through chlorosulfonation and reduction of Fe powder. This method needs to consume a large amount of chlorosulfonic acid, is highly corrosive, has a long reaction cycle, and is difficult to handle. , has been banned by state order
The chlorobenzene method uses chlorobenzene and hydrogen sulfide as raw materials, and adopts catalytic or non-catalytic reactions to obtain thiophenol derivatives. Among them, the reaction temperature of the catalytic method is slightly lower (450-500 ° C), but the catalyst is easily deactivated by sulfur poisoning. The service life is only about 300 hours, and the non-catalytic method does not have the problem of catalyst deactivation, but the reaction temperature is very high, generally exceeding 600°C, and the product yield is low

Method used

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  • Novel synthesis method for thiophenol derivative
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  • Novel synthesis method for thiophenol derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0021] A new synthetic method of 4-isopropylthiophenol, comprising the following steps:

[0022] In an oxygen-free environment, add 1080g of 4,4'-diisopropylphenylene sulfide to the preheating tank to preheat 4,4'-diisopropylphenylene sulfide to 210°C, and then use a metering pump to pump 4, 4'-Diisopropylphenylene sulfide is poured into the tubular reactor, and the flow rate of 4,4'-diisopropylphenylene sulfide into the tubular reactor is controlled by a liquid flow meter, and hydrogen sulfide gas is introduced into the tubular reactor. In the reactor, a gas flow meter is used to control the flow rate of hydrogen sulfide gas into the tubular reactor, so that the hydrogen sulfide gas and 4,4'-diisopropylphenylene sulfide are in the tubular reactor at 340 ° C under normal pressure Contact and react with equimolarity, wherein, the residence time of 4,4'-diisopropylphenylene sulfide and hydrogen sulfide in the tubular reactor is 4s; the product after reaction is condensed and dis...

Embodiment 2

[0024] A new synthetic method of 4-isopropylthiophenol, comprising the following steps:

[0025] In an oxygen-free environment, add 1080g 4,4'-diisopropylphenylene sulfide to the preheating tank to preheat 4,4'-diisopropylphenylene sulfide to 200°C, and then use a metering pump to pump 4, 4'-Diisopropylphenylene sulfide is poured into the tubular reactor, and the flow rate of 4,4'-diisopropylphenylene sulfide into the tubular reactor is controlled by a liquid flow meter, and hydrogen sulfide gas is introduced into the tubular reactor. In the reactor, a gas flow meter is used to control the flow rate of hydrogen sulfide gas into the tubular reactor, so that the hydrogen sulfide gas and 4,4'-diisopropylphenylene sulfide are in the tubular reactor at 330 ° C under normal pressure Contact and react with equimolarity, wherein, the residence time of 4,4'-diisopropylphenylene sulfide and hydrogen sulfide in the tubular reactor is 5s; the reacted product is condensed and distilled und...

Embodiment 3

[0027] A new synthetic method of 4-isopropylthiophenol, comprising the following steps:

[0028] In an oxygen-free environment, add 1080g of 4,4'-diisopropylphenylene sulfide to the preheating tank to preheat 4,4'-diisopropylphenylene sulfide to 220°C, and then use a metering pump to pump 4, 4'-Diisopropylphenylene sulfide is poured into the tubular reactor, and the flow rate of 4,4'-diisopropylphenylene sulfide into the tubular reactor is controlled by a liquid flow meter, and hydrogen sulfide gas is introduced into the tubular reactor. In the reactor, a gas flow meter is used to control the flow rate of the hydrogen sulfide gas entering the tubular reactor, so that the hydrogen sulfide gas and 4,4'-diisopropylphenylene sulfide are in the tubular reactor at 350 ° C under normal pressure Contact and react with equimolarity, wherein the residence time of 4,4'-diisopropylphenylene sulfide and hydrogen sulfide in the tubular reactor is 3s; the reacted product is condensed and dis...

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PUM

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Abstract

The invention discloses a novel synthesis method for a thiophenol derivative, and belongs to the technical field of synthesis. The method comprises the steps that a diphenyl sulfide derivative of thegeneral formula II and hydrogen sulfate are adopted as raw materials, a tubular reactor is used as a reactor, and an equimolar quantitative reaction is performed under the normal pressure and the temperature of 330-350 DEG C to synthesize the thiophenol derivative of the general formula I. By adopting the method, the raw material utilization rate can reach 100%, no solvent or catalyst needs to beadopted in the reaction, the reaction temperature is low, and the product yield and purity are high.

Description

technical field [0001] The invention relates to a synthesis method of thiophenol derivatives, belonging to the technical field of synthesis. Background technique [0002] Thiophenol derivatives, whose general structural formula is shown in formula I, have a wide range of uses, and can be used to synthesize pesticides "Kewensan" and "Difenfos", and are also used in rubber accelerators, polymerization inhibitors, antioxidants and dyes. Intermediate and raw material; at the same time, it can also be used to produce local anesthetics, thiamphenicol, a substitute for chloramphenicol, etc., and has important research value. [0003] At present, the synthesis methods of thiophenol derivatives mainly include benzenesulfonyl chloride method and chlorobenzene method. The benzenesulfonyl chloride method usually uses substituted benzene as a raw material to obtain thiophenol derivatives through chlorosulfonation and reduction of Fe powder. This method needs to consume a large amount of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/06C07C321/26C07C323/09
CPCC07C319/06C07C321/26C07C323/09
Inventor 李坤武
Owner 刘碧见
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