阅读说明：本技术 3-(环己胺)-1-丙磺酸的生产方法 (Production method of 3- (cyclohexylamine) -1-propanesulfonic acid ) 是由 肖光汉 徐宁 于 2019-11-13 设计创作，主要内容包括：本发明公开一种3-(环己胺)-1-丙磺酸的生产方法,该方法包括如下步骤：按重量比将100g的丙磺酸内酯溶于1L的N,N-二甲基甲酰胺中；再按预设速度加入81.2g的环己胺,通过加料的预设速度控制反应温度在30℃；加料完后继续保温反应N小时,再过滤、干燥得到3-(环己胺)-1-丙磺酸粗品；将所述3-(环己胺)-1-丙磺酸粗品溶于100g热水中然后加入500g乙醇,再冷却至0℃,过滤后烘干得到156g的3-(环己胺)-1-丙磺酸成品。与相关技术相比,本发明的3-(环己胺)-1-丙磺酸的生产方法生产产品收率高且品质质量好。(The invention discloses a method for producing 3- (cyclohexylamine) -1-propanesulfonic acid, which comprises the following steps: dissolving 100g of propane sultone in 1L of N, N-dimethylformamide according to the weight ratio; adding 81.2g of cyclohexylamine at a preset speed, and controlling the reaction temperature at 30 ℃ through the preset speed of feeding; after the addition, the reaction is continued for N hours under heat preservation, and then the crude product of the 3- (cyclohexylamine) -1-propanesulfonic acid is obtained after filtration and drying; and dissolving the crude 3- (cyclohexylamine) -1-propanesulfonic acid product in 100g of hot water, adding 500g of ethanol, cooling to 0 ℃, filtering, and drying to obtain 156g of a finished 3- (cyclohexylamine) -1-propanesulfonic acid product. Compared with the prior art, the production method of the 3- (cyclohexylamine) -1-propanesulfonic acid has high product yield and good quality.)

1. A method for producing 3- (cyclohexylamine) -1-propanesulfonic acid, comprising the steps of:

step S1, dissolving 100g of propane sultone in 1L of N, N-dimethylformamide according to the weight ratio;

step S2, adding 81.2g of cyclohexylamine at a preset speed, and controlling the reaction temperature at 30 ℃ through the preset speed of feeding;

step S3, continuing to perform heat preservation reaction for N hours after the material is added, and then filtering and drying to obtain a crude product of the 3- (cyclohexylamine) -1-propanesulfonic acid;

and step S4, dissolving the crude 3- (cyclohexylamine) -1-propanesulfonic acid product in 100g of hot water, adding 500g of ethanol, cooling to 0 ℃, filtering, and drying to obtain 156g of finished 3- (cyclohexylamine) -1-propanesulfonic acid product.

2. The process for producing 3- (cyclohexylamine) -1-propanesulfonic acid according to claim 1, characterized in that: in the step S3, the incubation reaction time is 4 hours.

3. The process for producing 3- (cyclohexylamine) -1-propanesulfonic acid according to claim 2, characterized in that: in step S3, the N, N-dimethylformamide is also obtained during filtration and recovered for reuse.

4. The process for producing 3- (cyclohexylamine) -1-propanesulfonic acid according to any one of claims 1 or 2, characterized in that: further included after step S4 is:

and step S5, preparing the finished product of the 3- (cyclohexylamine) -1-propanesulfonic acid into 0.5mol/L aqueous solution, and detecting the absorbance to ensure that the absorbance at 280nm is less than 0.1 and the absorbance at 260nm is less than 0.2.

Technical Field

The invention relates to the technical field of chemical production, in particular to a production method of 3- (cyclohexylamine) -1-propanesulfonic acid.

Background

CAPS, known in Chinese as 3- (cyclohexylamine) -1-propanesulfonic acid, is a biological buffer used in biochemical diagnostic kits, DNA/RNA extraction kits and PCR diagnostic kits.

Disclosure of Invention

The invention aims to overcome the technical problems and provide a production method of 3- (cyclohexylamine) -1-propanesulfonic acid with high production yield and good quality of the produced product.

In order to achieve the above object, the present invention provides a method for producing 3- (cyclohexylamine) -1-propanesulfonic acid, comprising the steps of:

step S1, 100g of propane sultone is dissolved in 1L of N, N-dimethylformamide according to the weight ratio.

Step S2, adding 81.2g of cyclohexylamine at a preset rate, and controlling the reaction temperature at 30 ℃ through the preset rate of feeding.

And step S3, continuing to perform heat preservation reaction for N hours after the material is added, and filtering and drying to obtain a crude product of the 3- (cyclohexylamine) -1-propanesulfonic acid.

And step S4, dissolving the crude 3- (cyclohexylamine) -1-propanesulfonic acid product in 100g of hot water, adding 500g of ethanol, cooling to 0 ℃, filtering, and drying to obtain 156g of finished 3- (cyclohexylamine) -1-propanesulfonic acid product.

Preferably, in the step S3, the incubation reaction time is 4 hours.

Preferably, in the step S3, the N, N-dimethylformamide is also obtained during the filtration and is recovered for reuse.

Preferably, after step S4, the method further includes:

and step S5, preparing the finished product of the 3- (cyclohexylamine) -1-propanesulfonic acid into 0.5mol/L aqueous solution, and detecting the absorbance to ensure that the absorbance at 280nm is less than 0.1 and the absorbance at 260nm is less than 0.2.

Compared with the prior art, in the production method of the 3- (cyclohexylamine) -1-propanesulfonic acid, the solvent is changed into N, N-Dimethylformamide (DMF), the DMF has catalytic action on the reaction, so that the reaction temperature can be reduced to 30 ℃, side reactions are reduced, meanwhile, the boiling point of the DMF is 153 ℃, the DMF is not easy to volatilize, the solvent loss in the production process can be reduced, and the total yield is more than 86%. Therefore, the product produced by the production method of the 3- (cyclohexylamine) -1-propanesulfonic acid has high yield and good quality.

Drawings

In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings needed to be used in the description of the embodiments are briefly introduced below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and other drawings can be obtained by those skilled in the art without inventive efforts, wherein:

FIG. 1 is a flow chart of a process for producing 3- (cyclohexylamine) -1-propanesulfonic acid according to the present invention.

Detailed Description

The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.

Referring to fig. 1, the present invention provides a method for producing 3- (cyclohexylamine) -1-propanesulfonic acid (CAPS), comprising the steps of:

step S1, 100g of propane sultone is dissolved in 1L of N, N-dimethylformamide according to the weight ratio.

In the step, compared with the existing production method, the solvent is changed into N, N-Dimethylformamide (DMF), the DMF has catalytic action on the reaction, so that the reaction temperature can be reduced to 30 ℃, and side reactions are reduced, and meanwhile, the boiling point of the DMF is 153 ℃, the DMF is not easy to volatilize, and the solvent loss in the production process can be reduced.

Step S2, adding 81.2g of cyclohexylamine at a preset rate, and controlling the reaction temperature at 30 ℃ through the preset rate of feeding.

The high temperature can lead to volatilization and reduce yield, and the low temperature can lead to long reaction time and low production efficiency.

And step S3, continuing to perform heat preservation reaction for N hours after the material is added, and filtering and drying to obtain a crude product of the 3- (cyclohexylamine) -1-propanesulfonic acid.

In step S3, the reaction time was 4 hours. Too long a time lowers the production efficiency, and too short a time does not achieve complete reaction, and the yield is lowered.

In addition, in step S3, the N, N-dimethylformamide is also obtained during the filtration, and the N, N-dimethylformamide obtained by the filtration is recovered for reuse, thereby reducing the production cost.

And step S4, dissolving the crude 3- (cyclohexylamine) -1-propanesulfonic acid product in 100g of hot water, adding 500g of ethanol, cooling to 0 ℃, filtering, and drying to obtain 156g of finished 3- (cyclohexylamine) -1-propanesulfonic acid product. In the step, 156g of CAPS finished product produced by the method of the steps S1-S4 has high overall yield which is up to 86%.

Preferably, the method further comprises a step S5 of preparing the finished product of the 3- (cyclohexylamine) -1-propanesulfonic acid into a 0.5mol/L aqueous solution, and detecting the absorbance to ensure that the absorbance at 280nm is less than 0.1 and the absorbance at 260nm is less than 0.2, namely the product is qualified. In the method provided by the embodiment of the invention, the problems of unqualified absorbance and suspended substances of a product solution (dissolved in water at 0.5 mol/L) in the related technology are solved, and the quality is higher.

Compared with the prior art, in the production method of the 3- (cyclohexylamine) -1-propanesulfonic acid, the solvent is changed into N, N-Dimethylformamide (DMF), the DMF has catalytic action on the reaction, so that the reaction temperature can be reduced to 30 ℃, side reactions are reduced, meanwhile, the boiling point of the DMF is 153 ℃, the DMF is not easy to volatilize, the solvent loss in the production process can be reduced, and the total yield is more than 86%. Therefore, the product produced by the production method of the 3- (cyclohexylamine) -1-propanesulfonic acid has high yield and good quality.

The above description is only an embodiment of the present invention, and not intended to limit the scope of the present invention, and all modifications of equivalent structures and equivalent processes, which are made by using the contents of the present specification and the accompanying drawings, or directly or indirectly applied to other related technical fields, are included in the scope of the present invention.