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Production method of high-quality 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid

A technology of hydroxyethylpiperazineethanesulfonic acid and hydroxyethylpiperazine, which is applied in the production field of high-quality 4-hydroxyethylpiperazineethanesulfonic acid, can solve the problem of cost, process operability, raw material utilization and resource integration Insufficient utilization, not widely used, and high cost of dibromoethane, to achieve the effect of product quality and purity assurance, low cost, and easy recycling

Active Publication Date: 2021-01-01
湖北天安日用化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the cost of dibromoethane is high, and the utilization rate of raw materials is low, so the process has not been widely used
[0005] It can be seen that the current synthesis processes of HEPES have different advantages and disadvantages, especially in terms of cost, process operability, raw material utilization rate, and comprehensive utilization of resources.

Method used

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  • Production method of high-quality 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid

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Effect test

Embodiment 1

[0022] A kind of production method of high-quality 4-hydroxyethylpiperazineethanesulfonic acid, its preparation method is as follows:

[0023] (1) Preparation of sodium isethionate: put a certain amount of liquid caustic soda and purified water into the addition reactor, control the temperature at 80°C, and then feed SO into the reactor 2 , control the pH = 5.5; then feed ethylene oxide until the pH = 6.5; and so on, until the reactants are completely converted. The sodium isethionate synthetic solution synthesized by the reaction is decolorized and filtered, and a certain amount of water is removed by vacuum distillation, and the temperature is lowered for crystallization and centrifugation to obtain the sodium isethionate product.

[0024] (2) Condensation addition of 4-hydroxyethylpiperazine sodium ethanesulfonate: sodium isethionate obtained in step (1): hydroxyethylpiperazine according to molar ratio=1:0.8, catalyst according to hydroxyethylpiperazine The ratio of 2.5% o...

Embodiment 2

[0029]A kind of production method of high-quality 4-hydroxyethylpiperazineethanesulfonic acid, its preparation method is as follows:

[0030] (1) Preparation of sodium isethionate: put a certain amount of liquid caustic soda and purified water into the addition reactor, control the temperature at 70°C, and then feed SO into the reactor 2 , control the pH = 6.0; then feed ethylene oxide until the pH = 7.0; and circulate like this until the reactants are completely converted. The sodium isethionate synthetic solution synthesized by the reaction is decolorized and filtered, and a certain amount of water is removed by vacuum distillation, and the temperature is lowered for crystallization and centrifugation to obtain the sodium isethionate product.

[0031] (2) Condensation addition of 4-hydroxyethylpiperazine sodium ethanesulfonate: sodium isethionate obtained in step (1): hydroxyethylpiperazine according to molar ratio = 1:1, catalyst according to hydroxyethylpiperazine The rat...

Embodiment 3

[0036] A kind of production method of high-quality 4-hydroxyethylpiperazineethanesulfonic acid, its preparation method is as follows:

[0037] (1) Preparation of sodium isethionate: put a certain amount of liquid caustic soda and purified water into the addition reactor, control the temperature at 75°C, and then feed SO into the reactor 2 , control the pH = 6.0; then feed ethylene oxide until the pH = 6.5; and circulate like this until the reactants are completely converted. The sodium isethionate synthetic solution synthesized by the reaction is decolorized and filtered, and a certain amount of water is removed by vacuum distillation, and the temperature is lowered for crystallization and centrifugation to obtain the sodium isethionate product.

[0038] (2) Condensation addition of 4-hydroxyethylpiperazine sodium ethanesulfonate: sodium isethionate obtained in step (1): hydroxyethylpiperazine according to molar ratio=1:1.5, catalyst according to hydroxyethyl piperazine The r...

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Abstract

The invention relates to a production method of high-quality 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid. The method comprises the following steps: (1) feeding sodium hydroxyethyl sulfonate, hydroxyethylpiperazine and a catalyst according to a certain ratio, and reacting in a channelized continuous production mode; (2) exchanging the reaction liquid after the reaction with hydrogen type cation exchange resin; and (3) carrying out concentration treatment on the exchanged exchange liquid, adding ethanol, carrying out cooling crystallization, centrifuging to obtain a hydroxyethyl piperazine ethanesulfonic acid crude product, and carrying out fine treatment on the crude product to obtain the high-quality 4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid. According to the invention, thecondensation reaction of sodium hydroxyethyl sulfonate and hydroxyethyl piperazine is carried out in a channelized reaction mode without a polar solvent with a low boiling point, and exchange treatment and regeneration treatment are carried out by adopting the hydrogen type cation exchange resin, so that the defect that more impurities are brought in when strong acid is used as an acidifying agent is avoided; and the regenerated liquid can be used as a sodium isethionate reaction raw material, and the raw material utilization rate is high.

Description

technical field [0001] The invention relates to the technical field of organic product synthesis, in particular to a production method of high-quality 4-hydroxyethylpiperazineethanesulfonic acid. Background technique [0002] 4-Hydroxyethylpiperazineethanesulfonic acid (HEPES for short) is often used as a biological buffer, and is often used in reaction buffers, prehybridization buffers, and hybridization buffers for the separation and analysis of RNA nuclear components; and for RNA and T4 3'-terminal labeling of RNA ligase; or used in biochemical diagnostic kits, DNA / RNA extraction kits and PCR diagnostic kits. It is a hydrogen ion buffer that can control a constant pH range over an extended period of time. The final concentration of HEPES routinely used is 10-50mmol / L, and the buffer capacity can be achieved by generally containing 20mmol / L HEPES in the culture medium. As a common and essential substance in biological experiments, the quality of HEPES directly affects th...

Claims

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Application Information

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IPC IPC(8): C07D295/088
CPCC07D295/088
Inventor 凌剑
Owner 湖北天安日用化工有限公司
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