Method for regenerating chloranil by oxidation of hydrogen peroxide

A technology of hydrogen peroxide and chlorobenzoquinone, which is applied in the field of compound preparation, can solve the problems of difficult recycling of solvents, waste of resources, and high equipment requirements, and achieve the effects of improving chemical synthesis methods, reducing waste of resources, and protecting the environment

Active Publication Date: 2018-10-23
BEIJING UNIV OF TECH
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Problems solved by technology

The main problem that this method exists has: (1) used hydroquinone as starting raw material, did not realize the direct oxidation to tetrachlorohydroquinone, program temperature rise reaction, process is more complicated; (2) mainly utilized hydrogen peroxide The principle of oxidizing hydrochloric acid to generate chlorine gas, chlorine gas is generated during the reaction process, the operation is more complicated, and the

Method used

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  • Method for regenerating chloranil by oxidation of hydrogen peroxide
  • Method for regenerating chloranil by oxidation of hydrogen peroxide
  • Method for regenerating chloranil by oxidation of hydrogen peroxide

Examples

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Embodiment 1

[0021] Embodiment 1: A kind of method of hydrogen peroxide oxidation regeneration chloranil

[0022] Add 6ml methyl alcohol in test tube, the tetrachlorohydroquinone of 496mg (2.0mmol), the hydrogen peroxide (hydrogen peroxide mass fraction is 30%, containing 2.0mmol hydrogen peroxide) of 227mg, stir reaction at room temperature for 5 days, stop reaction, only A very small amount of solid product chloranil was observed, and the product was obtained by filtration with a yield of 10%.

Embodiment 2

[0023] Embodiment 2: A kind of method of hydrogen peroxide oxidation regeneration chloranil

[0024] In test tube, add 6ml methanol, 496mg (2.0mmol) of tetrachlorohydroquinone, 454mg of hydrogen peroxide (hydrogen peroxide mass fraction is 30%, containing 4.0mmol hydrogen peroxide), stirred and reacted at room temperature for 5 days, stopped the reaction, and The reaction solution was filtered to obtain the product with a yield of 27%.

Embodiment 3

[0025] Embodiment 3: A kind of method of hydrogen peroxide oxidation regeneration chloranil

[0026] In test tube, add 6ml methanol, 496mg (2.0mmol) of tetrachlorohydroquinone, 908mg of hydrogen peroxide (the mass fraction of hydrogen peroxide is 30%, containing 8.0mmol hydrogen peroxide), stirred and reacted at room temperature for 5 days, stopped the reaction, and The reaction solution was filtered to obtain the product with a yield of 39%.

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Abstract

The invention discloses a method for regenerating chloranil by oxidation of hydrogen peroxide and belongs to the technical field of preparation of compounds. The method mainly comprises the followingsteps of: 1) adopting chloranil as a raw material and adopting hydrogen peroxide as an oxidant, stirring in a methanol solvent to carry out reaction, wherein chloranil is almost not dissolved in methanol, so that with conduction of reaction, products are gradually precipitated out to obtain yellow solid; 2) separating reaction liquid obtained in the step 1) by simple filtering operation to obtaina product (chloranil) so as to realize regeneration of chloranil. The method disclosed by the invention has the beneficial effects that the cost is lower, the aftertreatment is simple and convenient,the yield of chloranil is higher, the solvent can be reused for multiple times, the operation is simple, the produced sewage is less, so that the method is environmentally friendly and is suitable forindustrial large-scale production.

Description

technical field [0001] The invention relates to a method for regenerating chloranil by hydrogen peroxide oxidation, which belongs to the technical field of compound preparation. Background technique [0002] 2,3,5,6-Tetrachloro-2,5-cyclohexadiene-1,4-dione (tetrachlorobenzoquinone) is a golden yellow leafy crystal with a melting point of 290°C and is easily soluble in ether , Slightly soluble in alcohol, hardly soluble in chloroform, carbon tetrachloride and carbon disulfide, almost insoluble in cold alcohol, insoluble in water. Chlorobenzoquinone is widely used in the field of dyes and pesticide intermediates, and is often used as dye intermediates and agricultural seed dressing agents. In the pharmaceutical industry, it can be used in the production of anti-cancer drug iminoquinone and anti-aldosterone drug spironolactone (Chen Guangyu. Dyestuff Industry, 1982(06):15-19.). As a better oxidative dehydrogenation reagent, chloranil also has very important uses in the fields...

Claims

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Application Information

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IPC IPC(8): C07C46/06C07C50/24
CPCC07C46/06C07C2601/16C07C50/24
Inventor 曾程初李勇
Owner BEIJING UNIV OF TECH
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