JPS63243066A - Production of 2-aminoethanesulfonic acid - Google Patents
Production of 2-aminoethanesulfonic acidInfo
- Publication number
- JPS63243066A JPS63243066A JP7413687A JP7413687A JPS63243066A JP S63243066 A JPS63243066 A JP S63243066A JP 7413687 A JP7413687 A JP 7413687A JP 7413687 A JP7413687 A JP 7413687A JP S63243066 A JPS63243066 A JP S63243066A
- Authority
- JP
- Japan
- Prior art keywords
- alkali metal
- reaction
- ethyleneimine
- sulfite
- added
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 title claims description 33
- 229960003080 taurine Drugs 0.000 title claims description 15
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims abstract description 25
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 15
- 150000007529 inorganic bases Chemical class 0.000 claims abstract description 10
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 6
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims abstract description 6
- 150000008041 alkali metal carbonates Chemical class 0.000 claims abstract description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 6
- -1 alkali metal sulfite Chemical class 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 abstract description 10
- 239000000243 solution Substances 0.000 abstract description 9
- 239000000203 mixture Substances 0.000 abstract description 4
- 239000002585 base Substances 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000000729 antidote Substances 0.000 abstract 1
- 239000012295 chemical reaction liquid Substances 0.000 abstract 1
- 235000015097 nutrients Nutrition 0.000 abstract 1
- 230000001256 tonic effect Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000001784 detoxification Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
- 229910052808 lithium carbonate Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、解毒、疲労回復、滋養強壮等の薬理作用を有
する有用な化合物である２−アミノエタンスルホン酸の
製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a method for producing 2-aminoethanesulfonic acid, which is a useful compound having pharmacological effects such as detoxification, recovery from fatigue, and tonicity.
詳しくは、亜硫酸水溶液にエチレンイミンまたはエチレ
ンイミン水溶液を接触させ、２−アミンエタンスルホン
酸を極めて容易に、しかも安価に製造する方法に関する
ものである。Specifically, the present invention relates to a method for producing 2-amine ethanesulfonic acid extremely easily and at low cost by bringing ethyleneimine or an ethyleneimine aqueous solution into contact with an aqueous sulfite solution.
（従来の技術）
エチレンイミンと亜硫酸水を反応させ、２−アミノエタ
ンスルホン酸を製造する従来の方法（特公昭４７−１６
８０７号）によると、次式に従い、亜硫酸水溶液にエチ
レンイミンまたはエチレンイミン水溶液を添加して、ｐ
Ｈが４〜７になるように調整した後加温し、２−アミノ
エタンスルホン酸を得ている。(Prior art) A conventional method of producing 2-aminoethanesulfonic acid by reacting ethyleneimine with sulfite water (Japanese Patent Publication No. 47-16
No. 807), according to the following formula, ethyleneimine or ethyleneimine aqueous solution is added to a sulfurous acid aqueous solution, and p
After adjusting H to 4 to 7, the mixture was heated to obtain 2-aminoethanesulfonic acid.
（発明か解決しようとする問題点）
本発明者等が前記従来法を検討した結果、（１）エチレ
ンイミンのみでｌ−、Ｈ調整を行う場合、エチレンイミ
ンは亜硫酸の等モル以上加えないと十分な反応速度と収
率が得られず、過剰量のエチレンイミンを用いるため原
＊′ｌ費か高くつく問題、（２）過剰のエチレンイミン
から生成する副生成物の為に、製品の２−アミノエタン
スルホン酸の純度か悪く着色する問題、
という各々の問題点があった。(Problems to be Solved by the Invention) As a result of the inventors' study of the conventional method, (1) When adjusting l- and H using only ethyleneimine, ethyleneimine must be added in an amount equal to or more than the same mole as sulfite. Problems such as insufficient reaction rate and yield and the use of an excessive amount of ethyleneimine, resulting in high raw material costs; (2) by-products produced from excess ethyleneimine, - There were problems with the purity of aminoethanesulfonic acid and poor coloration.
（問題点を解決するための手段）
本発明者は、エチレンイミンでｐ］（調整を行わず、他
の塩基を用いることにより上記問題点が解決されること
を見いだし本発明に至った。(Means for Solving the Problems) The present inventors have found that the above problems can be solved by using other bases without adjusting p] with ethyleneimine, leading to the present invention.
すなわち、本発明は亜硫酸水に亜硫酸に対して等モル以
下のエチレンイミンを添加後、アンモニア、アルカリ金
属の水酸化物、アルカリ金属の炭酸塩、アルカリ金属の
亜硫酸塩から選ばれる少なくとも１種の無機塩基類を加
え反応液のｐ ］（を４以上に調整し反応せしめること
を特徴とする２−アミンエタンスルポン酸の製造方法に
関するものである。That is, the present invention provides at least one inorganic compound selected from ammonia, alkali metal hydroxides, alkali metal carbonates, and alkali metal sulfites after adding ethyleneimine in an amount equal to or less than the mole of sulfite to sulfite water. The present invention relates to a method for producing 2-amineethanesulfonic acid, which is characterized by adding a base to adjust p of the reaction solution to 4 or more and allowing the reaction to occur.
本発明の亜硫酸水及びエチレンイミンの濃度において亜
硫酸水潤度は特に限定されない。高濃度の亜硫酸水の場
合は、加圧下で次のエチレンイミンの添加を行ってもよ
い。またエチレンイミンは、水で希釈してもよい。その
場合、水溶液の濃度に制限はない。The moisture content of sulfite water is not particularly limited in the concentration of sulfite water and ethyleneimine of the present invention. In the case of highly concentrated sulfurous acid water, the following addition of ethyleneimine may be carried out under pressure. Ethyleneimine may also be diluted with water. In that case, there is no limit to the concentration of the aqueous solution.
本発明の亜硫酸水へのエチレンイミンの添加条件として
添加温度は、副反応の起こりにくい１１０℃以下でよい
力）、１０℃以下の温度がさらに好ましい。添加時間は
、上記温度範囲を保てる限り制限されない。As a condition for adding ethyleneimine to the sulfurous acid water of the present invention, the addition temperature is preferably 110°C or lower, where side reactions are less likely to occur, and a temperature of 10°C or lower is more preferable. The addition time is not limited as long as the above temperature range can be maintained.
本発明は亜硫酸水に亜硫酸に対して等モル以下のエチレ
ンイミンを添加後、無機塩基類を加え反応液のｐＩＬを
４以上に調整される。In the present invention, after adding ethyleneimine in an amount equal to or less than the mole of sulfite to a sulfurous acid solution, an inorganic base is added to adjust the pIL of the reaction solution to 4 or more.
本発明において無機塩基類としてはアンモニア、アルカ
リ金属の水酸化物、アルカリ金属の炭酸塩、アルカリ金
属の亜硫酸塩から選ばれる少なくとも１種が使用できる
。In the present invention, at least one selected from ammonia, alkali metal hydroxides, alkali metal carbonates, and alkali metal sulfites can be used as the inorganic base.
アンモニアとしては、アンモニア、アンモニア水が使用
できる。As ammonia, ammonia and aqueous ammonia can be used.
アルカリ金属の水酸化物としては、水酸化ナトリウム、
水酸化カリウム、水酸化リチウムが使用できる。Examples of alkali metal hydroxides include sodium hydroxide,
Potassium hydroxide and lithium hydroxide can be used.
アルカリ金属の炭酸塩としては、炭酸すｌ〜リウム、炭
酸カリウム、炭酸水素ナトリウム、炭酸水素カリウム、
が使用できる。Alkali metal carbonates include sulfur to lithium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate,
can be used.
アルカリ金属の亜硫酸塩としては、亜硫酸ナトリウム、
亜硫酸カリウムが使用できる。Examples of alkali metal sulfites include sodium sulfite,
Potassium sulfite can be used.
これらのアンモニア、アルカリ金属の水酸化物、アルカ
リ金属の炭酸塩、アルカリ金属の亜硫酸塩から選ばれる
少なくとも１種の無機塩基はそのままかあるいは水溶液
として用いればよい。水溶液濃度は特に限定されない。At least one inorganic base selected from ammonia, alkali metal hydroxides, alkali metal carbonates, and alkali metal sulfites may be used as is or in the form of an aqueous solution. The concentration of the aqueous solution is not particularly limited.
本発明のｐＨは、ｐＨ４以上にすればよいか、反応速度
と収率の点からｐＨ５〜７の範囲が好ましい。The pH of the present invention may be set to 4 or higher, or is preferably in the range of 5 to 7 from the viewpoint of reaction rate and yield.
本発明において無機塩基類の添加速度は、添加温度が４
０℃、好ましくは２０°Ｃを超えないように決定される
。In the present invention, the addition rate of inorganic bases is such that the addition temperature is 4.
It is determined not to exceed 0°C, preferably 20°C.
本発明において無機塩基類の添加後は、１０〜６０°Ｃ
で２〜１０時間保持ずれはよい。好ましくは、１０〜３
０℃で２〜４時間保った後、さらに３０〜５０°Ｃで１
〜３時間保ち反応を完結させるのがよい。In the present invention, after the addition of inorganic bases, the temperature is 10 to 60°C.
The deviation after holding for 2 to 10 hours is good. Preferably 10-3
After keeping at 0℃ for 2 to 4 hours, further heating at 30 to 50℃ for 1
It is best to keep it for ~3 hours to complete the reaction.
本発明で生成した２−アミノエタンスルポン酸の回収は
反応終了後、液を濃縮するか、アルコールやアセトン等
の水溶性有機溶媒を加え、２−アミノエタンスルポン酸
を晶析させればよい。あるいは濃縮と晶析を組み合わせ
ることもできる。これらの操作により、高純度の２−ア
ミノエタンスルホン酸か収率よく、反応液から回収でき
る。The 2-aminoethanesulfonic acid produced in the present invention can be recovered by concentrating the liquid after the reaction is completed, or by adding a water-soluble organic solvent such as alcohol or acetone to crystallize the 2-aminoethanesulfonic acid. good. Alternatively, concentration and crystallization can be combined. By these operations, highly purified 2-aminoethanesulfonic acid can be recovered from the reaction solution in good yield.
〈作 用）
本発明は亜硫酸水に亜硫酸に対して等モル以下のエチレ
ンイミンを添加後、無機塩基類を加え反応液のｐＨを４
以上に調整し、加温することにより高純疫、高収率で２
−アミノエタンスルホン酸を製造する作用を発揮するも
のである。(Function) In the present invention, after adding ethyleneimine in an amount equal to or less than the mole of sulfite to sulfurous acid water, inorganic bases are added to adjust the pH of the reaction solution to 4.
By adjusting the above and heating, high purity and high yield can be obtained.
-It exhibits the effect of producing aminoethanesulfonic acid.
〈実 施 例）
以下に、実施例によって本発明を説明するか、本発明は
、これら実施例に限定されるものではない。<Examples> The present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples.
実施例１
温度計、圧力計、電磁式撹はん機、気ｆ本及び液体原料
用の導入管を備えた、容量が５００ ｍｌのステンレス
製オートクレーブに、５℃に冷却した水３１０．０ｇを
入れておき、亜硫酸カスを５８゜０ｇ導入し水に吸収さ
せると、圧力は１．０ｋｇ／ｃＪＧを示した・次に、５
〜７℃でエチレンイミン３７．０ｇを１時間かけて、亜
硫酸水中に添加した。さらに７〜１０’Ｃで２８重量％
アンモニア水を１０．４ｇ添加するとｐＨは５．３とな
り、圧力は大気圧に戻った。その後、２０℃で２時間、
４０°Ｃで１時間保った。Example 1 310.0 g of water cooled to 5°C was placed in a stainless steel autoclave with a capacity of 500 ml, equipped with a thermometer, a pressure gauge, an electromagnetic stirrer, a gas cylinder, and an inlet tube for liquid raw materials. When 58゜0g of sulfite residue was introduced and absorbed into water, the pressure was 1.0kg/cJG.
37.0 g of ethyleneimine was added to the sulfite water over 1 hour at ~7°C. Furthermore, 28% by weight at 7-10'C
When 10.4 g of ammonia water was added, the pH became 5.3 and the pressure returned to atmospheric pressure. After that, at 20℃ for 2 hours,
It was kept at 40°C for 1 hour.
反応終了後、液体クロマ）へグラフ法で２−アミノエタ
ンスルホン酸を定量したところ、仕込のエチレンイミン
に対し、９８ｍ０Ｉ％の収率で２−アミノエタンスルホ
ン酸か１０５．９ｇ生成していた。反応液から６９．１
ｇの水を留去し、５°Ｃまて冷却した。析出した２−ア
ミノエタンスルポン酸の結晶をろ別し、乾燥すると、純
度９９．４ｑ。After the reaction was completed, 2-aminoethanesulfonic acid was quantified using a liquid chroma (liquid chroma) graph method, and it was found that 105.9 g of 2-aminoethanesulfonic acid was produced at a yield of 98 m0I% based on the ethyleneimine charged. 69.1 from the reaction solution
g of water was distilled off, and the mixture was cooled to 5°C. The precipitated crystals of 2-aminoethanesulfonic acid were filtered and dried, resulting in a purity of 99.4q.
の白色の２−アミンエタンスルホン酸か８９．８ｇ得ら
れた。89.8 g of white 2-amineethanesulfonic acid was obtained.
実施例２
実施例Ｔと同様の反応装置に、実施ρ１１と同様に水１
６３．０ｇと亜硫酸カス８０．０ｇを仕込むと、圧力は
１．８ｋｇ／ｃｌＧを示した。そこへ５〜１０℃てエチ
レンイミンヲ３．７ｇを１時間て添加した。次に、１０
〜１５℃で３３．７重足％の水酸化ナトリウム水溶液１
９．８ｇを加え、Ｐ Ｈを５．０としな。その後、２０
℃で４時間、４０°Ｃで２時間反応した。Example 2 In the same reaction apparatus as in Example T, 1 part of water was added in the same manner as in Example ρ11.
When 63.0 g and 80.0 g of sulfite residue were charged, the pressure was 1.8 kg/clG. 3.7 g of ethyleneimine was added thereto at 5 to 10° C. over 1 hour. Next, 10
33.7% sodium hydroxide aqueous solution 1 at ~15°C
Add 9.8g and adjust the pH to 5.0. After that, 20
The reaction was carried out at 40°C for 4 hours and at 40°C for 2 hours.
反応後、反応液にメタノール２５０．０ｇを加え、５°
Ｃまで冷却し、析出しな２−アミノエタンスルホン酸を
ろ別、乾燥したところ、９５ｎ＋ｏ１％の収率で純度９
つ、５％の白色の２−アミノエタンスルホン酸が１４９
．０ｇ得られた。After the reaction, 250.0 g of methanol was added to the reaction solution, and the mixture was heated at 5°
When cooled to C, precipitated 2-aminoethanesulfonic acid was filtered off and dried, the yield was 95n+o1% and the purity was 9.
5% white 2-aminoethanesulfonic acid 149
．． 0g was obtained.
実施例３
実施例１と同様の反応装置に、実施例１と同様に水２２
６．７ｇと亜硫酸カス３８．８ｇを仕込み、次に、エチ
レンイミン２６．０ｇと、３３．７％の水酸化ナトリウ
ム水溶液２５．９ｇを、実施例２と同様に添加し、ｐＨ
を６，０とした。２０°Ｃで１時間、４０°Ｃで１時間
反応させた後、１３６．０ｇの水を留去した。Example 3 In the same reaction apparatus as in Example 1, 22% of water was added in the same manner as in Example 1.
Next, 26.0 g of ethyleneimine and 25.9 g of a 33.7% sodium hydroxide aqueous solution were added in the same manner as in Example 2, and the pH was adjusted.
was set as 6.0. After reacting at 20°C for 1 hour and at 40°C for 1 hour, 136.0g of water was distilled off.
次に、メタノール１３６．０ｇを加え５℃まで冷却し、
析出しな２−アミノエタンスルホン酸をろ別、乾燥した
。収率９６ｍｏ１％で純度９９．７５′５の白色の２−
アミノエタンスルホン酸が７２゜８ｇ得られた。Next, 136.0 g of methanol was added and cooled to 5°C.
The precipitated 2-aminoethanesulfonic acid was filtered off and dried. White 2- with a yield of 96 mo1% and a purity of 99.75'5
72.8 g of aminoethanesulfonic acid was obtained.
比較例 １
実施例１と同様の反応装置に、実施例１と同様に水２３
５．３ｇと亜硫酸カス３３．６ｇを仕込み、次にエチレ
ンイミン２４．８ｇ（エチしンイミンを亜Ｔｆ′Ｌ酸に
対し１．１０モル倍）を５〜１０℃で１時間で添加し、
ｐＨを５．５としな。Comparative Example 1 In the same reaction apparatus as in Example 1, 23% of water was added in the same manner as in Example 1.
5.3 g and 33.6 g of sulfite residue were charged, and then 24.8 g of ethyleneimine (1.10 times the mole of ethyneimine to Tf'L acid) was added at 5 to 10°C over 1 hour.
Set the pH to 5.5.
その後、実施例３と同様の操作をしたところ、亜硫酸基
準の収率９５ｒｌｊ０１％で純度９８．４％のわずかに
黄色をおびた２−アミノエタンスルホン酸が６３．４
ｇ得られた。After that, the same operation as in Example 3 was carried out, and 2-aminoethanesulfonic acid, which was slightly yellowish and had a purity of 98.4% and a yield of 95rlj01% based on sulfite, was obtained at 63.4%.
g was obtained.
Claims (2)
イミンを添加後、無機塩基類を加え反応液のｐＨを４以
上に調整し反応せしめることを特徴とする２−アミノエ
タンスルホン酸の製造方法。(1) Production of 2-aminoethanesulfonic acid, which is characterized by adding ethyleneimine in an amount equal to or less than the mole of sulfite to sulfurous acid water, and then adding an inorganic base to adjust the pH of the reaction solution to 4 or more and allowing the reaction to occur. Method.
物、アルカリ金属の炭酸塩、アルカリ金属の亜硫酸塩か
ら選ばれる少なくとも１種であることを特徴とする特許
請求の範囲第１項記載の方法。(2) The method according to claim 1, wherein the inorganic base is at least one selected from ammonia, an alkali metal hydroxide, an alkali metal carbonate, and an alkali metal sulfite. .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7413687A JPH0710822B2 (en) | 1987-03-30 | 1987-03-30 | Method for producing 2-aminoethanesulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7413687A JPH0710822B2 (en) | 1987-03-30 | 1987-03-30 | Method for producing 2-aminoethanesulfonic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63243066A true JPS63243066A (en) | 1988-10-07 |
| JPH0710822B2 JPH0710822B2 (en) | 1995-02-08 |
Family
ID=13538467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7413687A Expired - Lifetime JPH0710822B2 (en) | 1987-03-30 | 1987-03-30 | Method for producing 2-aminoethanesulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0710822B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9926265B1 (en) | 2016-09-16 | 2018-03-27 | Vitaworks Ip, Llc | Cyclic process for producing taurine |
| US10112894B2 (en) | 2016-09-16 | 2018-10-30 | Vitaworks Ip, Llc | Cyclic process for producing taurine |
| US10683264B2 (en) | 2016-09-16 | 2020-06-16 | Vitaworks Ip, Llc | Process for producing taurine |
| US11851395B2 (en) | 2014-04-18 | 2023-12-26 | Vitaworks Ip, Llc | Process for producing alkali taurinate |
-
1987
- 1987-03-30 JP JP7413687A patent/JPH0710822B2/en not_active Expired - Lifetime
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11851395B2 (en) | 2014-04-18 | 2023-12-26 | Vitaworks Ip, Llc | Process for producing alkali taurinate |
| US9926265B1 (en) | 2016-09-16 | 2018-03-27 | Vitaworks Ip, Llc | Cyclic process for producing taurine |
| US10112894B2 (en) | 2016-09-16 | 2018-10-30 | Vitaworks Ip, Llc | Cyclic process for producing taurine |
| US10683264B2 (en) | 2016-09-16 | 2020-06-16 | Vitaworks Ip, Llc | Process for producing taurine |
| US10793517B2 (en) | 2016-09-16 | 2020-10-06 | Vitaworks Ip, Llc | Process for producing taurine |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0710822B2 (en) | 1995-02-08 |
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