Synthesis method of asymmetric thiosulfonic acid compound

A technology of thiosulfonic acid and synthesis method, applied in the field of synthesis of thiosulfonic acid compounds, can solve the problems of complicated synthesis steps, difficult handling, expensive raw materials and the like, and achieves simplified reaction conditions, easy availability and low price. Effect

Pending Publication Date: 2022-08-09
YULIN NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to provide a synthetic method of an asymmetric thiosulfonic acid compound, which solves t...

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  • Synthesis method of asymmetric thiosulfonic acid compound
  • Synthesis method of asymmetric thiosulfonic acid compound
  • Synthesis method of asymmetric thiosulfonic acid compound

Examples

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Embodiment 1

[0024] A kind of synthetic method of asymmetric thiosulfonic acid compound, comprises the steps:

[0025] (1) 3mL of acetonitrile solvent was added in a 10mL round-bottomed flask, followed by 1mmol of sodium benzene sulfinate;

[0026] (2) add the sodium bicarbonate / iodine of 0.5 equivalent and carry out catalytic reaction according to the equivalent of 1:1, wherein the mol ratio of sodium bicarbonate and iodine is 1:1, the reaction temperature is room temperature (about 22 ℃), and the reaction times is 3.5 h;

[0027] (3) the obtained reactant is cooled to room temperature, and the solvent is evaporated under reduced pressure to obtain the thiosulfonic acid compound crude product;

[0028] (4) Purify the crude product by flash silica gel column chromatography to obtain an asymmetric thiosulfonic acid compound.

[0029] Above-mentioned synthetic reaction scheme such as figure 1 As shown, the reaction conditions were mild without heating or nitrogen blanketing; the yield of ...

Embodiment 2

[0031] A kind of synthetic method of asymmetric thiosulfonic acid compound, comprises the steps:

[0032] (1) in the round bottom flask of 10mL, add 3mL ethanol solvent, then add 1mmol sodium benzene sulfinate;

[0033] (2) add the sodium bicarbonate / iodine of 0.5 equivalent and carry out catalytic reaction according to the equivalent of 1:1, wherein the mol ratio of sodium bicarbonate and iodine is 1:1, the reaction temperature is room temperature (about 22 ℃), and the reaction times is 3.5 h;

[0034] (3) the obtained reactant is cooled to room temperature, and the solvent is evaporated under reduced pressure to obtain the thiosulfonic acid compound crude product;

[0035] (4) Purify the crude product by flash silica gel column chromatography to obtain an asymmetric thiosulfonic acid compound.

[0036] Above-mentioned synthetic reaction scheme such as figure 1 As shown, the reaction conditions were mild without heating or nitrogen blanketing; the yield of product was 26%....

Embodiment 3

[0038] A kind of synthetic method of asymmetric thiosulfonic acid compound, comprises the steps:

[0039] (1) in the round bottom flask of 10mL, add 3mL ethanol solvent, then add 1mmol sodium benzene sulfinate;

[0040] (2) add the sodium bicarbonate / iodine of 0.5 equivalent and carry out catalytic reaction according to the equivalent of 1:1, wherein the mol ratio of sodium bicarbonate and iodine is 1:1, the reaction temperature is room temperature (about 22 ℃), and the reaction times is 3.5 h;

[0041] (3) the obtained reactant is cooled to room temperature, and the solvent is evaporated under reduced pressure to obtain the thiosulfonic acid compound crude product;

[0042] (4) Purify the crude product by flash silica gel column chromatography to obtain an asymmetric thiosulfonic acid compound.

[0043] Above-mentioned synthetic reaction scheme such as figure 1 As shown, the reaction conditions were mild without heating or nitrogen blanketing; the yield of product was 79%....

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Abstract

The invention discloses a synthesis method of an asymmetric thiosulfonic acid compound, belongs to the field of organic synthesis, and mainly solves the problems of great environmental damage, high cost and the like in the prior art. The synthesis method specifically comprises the following steps: (1) dissolving sodium benzenesulfinate in an acetonitrile solvent; (2) adding sodium bicarbonate and iodine as catalysts for catalytic reaction, and cooling; and (3) evaporating to remove the solvent under reduced pressure, and purifying. According to the method, the use cost of a catalyst in an existing thiosulfonic acid compound synthesis method is remarkably reduced, reaction conditions are greatly simplified, and the technical problems that in a traditional method, raw materials are high in price, synthesis steps are tedious, and treatment is difficult after synthesis are solved; the asymmetric thiosulfonic acid compound is prepared by catalyzing sodium benzenesulfinate under the condition that iodine and sodium bicarbonate serve as catalysts, raw materials are easy to obtain and low in price, reaction conditions are mild, aftertreatment is simple, and the yield of the obtained target product is high.

Description

technical field [0001] The present invention relates to the field of organic synthesis, more particularly, it relates to a kind of synthetic method of asymmetric thiosulfonic acid compound. Background technique [0002] Asymmetric thiosulfonic acid compounds usually refer to compounds with a thiosulfonic acid parent structure in which two benzene rings are connected by a sulfonic acid group. It has important application value in the field of medicine as an organic sulfide. Compounds containing thiosulfuric acid structural units have a wide range of biological activities, such as antioxidant, anti-inflammatory, anti-bacterial, anti-fungal, anti-tumor, anti-cardiovascular, anti-aging and other activities, and have a wide range of applications in cosmetics, medicine and other fields . [0003] There are many synthetic methods of thiosulfonic acid compounds, mainly including disproportionation coupling reaction, free radical reaction and other methods. These are some common met...

Claims

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Application Information

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IPC IPC(8): C07C381/04
CPCC07C381/04Y02P20/584
Inventor 黄国保陶萍芳陈志林陈珊闭雪彬杨思宁黎莹林亮谢佳佳龙静雯苏建叶
Owner YULIN NORMAL UNIVERSITY
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