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Synthetic method of 3-amino propane sulfonic acid

A technology for the synthesis of aminopropanesulfonic acid and its synthesis method, which is applied in the field of organic chemical catalytic synthesis, which can solve the problems of low-cost products, low competitiveness, and high price of 1,3-propane sultone, and achieve concise process steps , Reduce preparation cost and short reaction time

Active Publication Date: 2012-11-07
JIANGSU YUANYANG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Because the raw material 1,3-propane sultone used in the preparation of 3-aminopropanesulfonic acid by this method has a high price, the product is not cheap and the competitiveness is not strong

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Put 8.64 kg of hydrogen peroxide with a concentration of 49% by mass into a 500L stainless steel reactor with stirring and heating device, then add 144 kg of sodium 2-propene-1-sulfonate, and pass 51 kg of liquid ammonia under stirring. Then heat to the temperature in the kettle at 130°C, adjust the pressure in the kettle to 3.5MPa, and continue the reaction for 7 hours, terminate the reaction, release the material while it is hot, and then adjust the pH value of the resulting solution to less than 7 with dilute sulfuric acid, and then heat and concentrate When the sodium sulfate precipitates, filter while hot to obtain the 3-aminopropanesulfonic acid solution. The obtained 3-aminopropanesulfonic acid solution is cooled and crystallized, and centrifuged at 10°C to obtain a 3-aminopropanesulfonic acid filter cake. The filter cake is used After washing with ice water for 2 to 3 times and drying, the finished product was 125.5 kg, the yield was 77.95%, and the main content ...

Embodiment 2

[0019] Put 14.4 kg of hydrogen peroxide (50% by mass) into a 500L stainless steel reactor with stirring and heating device, then add 144 kg of sodium 2-propene-1-sulfonate, and pass liquid ammonia 25.5 under stirring. Kg, then heat to the temperature in the kettle at 80℃, adjust the pressure in the kettle to 1.0MPa, and continue the reaction for 8 hours, end the reaction, release the material while it is hot, and then adjust the pH of the resulting solution to less than 7 with dilute sulfuric acid, then Heat and concentrate until sodium sulfate precipitates, and filter while hot to obtain 3-aminopropanesulfonic acid solution. The obtained 3-aminopropanesulfonic acid solution is cooled and crystallized, and centrifuged at 10°C to obtain 3-aminopropanesulfonic acid filter cake. The cake was washed with ice water for 2 to 3 times and dried to obtain 88.2 kg of finished product. The yield was 54.78%. The main content of 3-aminopropanesulfonic acid was 99.85%.

Embodiment 3

[0021] Put 10.5 kg of hydrogen peroxide (51% by mass) into a 500L stainless steel reaction kettle with stirring, heating and equipment, then add 144 kg of sodium 2-propene-1-sulfonate, and pass liquid ammonia under stirring 68 kg, then heated to the temperature in the kettle at 80°C, adjust the pressure in the kettle to 2.0MPa, and continue the reaction for 5 hours, terminate the reaction, release the material while it is hot, and then adjust the pH of the resulting solution to less than 7 with dilute sulfuric acid. Then it was heated and concentrated until sodium sulfate precipitated, and filtered while hot to obtain 3-aminopropanesulfonic acid solution. The obtained 3-aminopropanesulfonic acid solution was cooled and crystallized, and centrifuged at 10°C to obtain 3-aminopropanesulfonic acid filter cake. The filter cake was washed with ice water for 2 to 3 times and dried to obtain 97.9 kg of finished product, with a yield of 60.81%, and the main content of 3-aminopropanesulf...

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PUM

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Abstract

The invention discloses a synthetic method of 3-amino propane sulfonic acid, belonging to the technical field of organic chemical catalytic synthesis. The method comprises the following steps of: heating and pressurizing 2-propylene-1-sodium sulfonate and liquid ammonia in the presence of a catalyst; performing an addition reaction to obtain 3-aminopropanesulfonic acid sodium; acidifying with dilute sulfuric acid to obtain a 3-aminopropanesulfonic acid solution; heating and concentrating till sodium sulfate is separated out; filtering sodium sulfate in hot state; cooling and crystalizing a filtrate; and washing and drying crystal to obtain 3-amino propane sulfonic acid. The method has the advantages that: the process steps are simple, and the reaction time is short; the 2-propylene-1-sodium sulfonate and liquid ammonia serving as raw materials are cheap and readily-available, so that the preparation cost can be reduced remarkably; and the used raw materials are harmless to operators, and are beneficial to the realization of clean production.

Description

technical field [0001] The invention relates to a synthesis method of 3-aminopropanesulfonic acid, which belongs to the technical field of organic chemical catalytic synthesis. Background technique [0002] Aminopropanesulfonic acid, also known as homotaurine (Homotaurine), CAS: 3687-18-1, molecular formula: C 3 h 9 NO 3 S, melting point 293 °C. Homotaurine is white crystal or crystalline powder, slightly sour taste, soluble in water, insoluble in ethanol, ether or acetone. Homotaurine has the effects of strengthening the heart, lowering blood pressure, anticonvulsant, and inhibiting the activity of the cerebral cortex. It is mainly used in pharmaceutical intermediates, and can be used in the manufacture of drugs and health products. Technical information on methods for the synthesis of 3-aminopropanesulfonic acid can be found in, but not limited to, the literature listed below: [0003] The synthesis method of 3-aminopropanesulfonic acid disclosed by CN1013627...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C309/14C07C303/22
Inventor 司双喜王建峰温建华任举王敏文
Owner JIANGSU YUANYANG PHARMA
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