DE1005524B - Process for the production of N-methyltaurine sodium - Google Patents

Process for the production of N-methyltaurine sodium

Info

Publication number
DE1005524B
DE1005524B DEV9810A DEV0009810A DE1005524B DE 1005524 B DE1005524 B DE 1005524B DE V9810 A DEV9810 A DE V9810A DE V0009810 A DEV0009810 A DE V0009810A DE 1005524 B DE1005524 B DE 1005524B
Authority
DE
Germany
Prior art keywords
sodium
monomethylamine
production
chloroethane
aqueous solution
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.)
Pending
Application number
DEV9810A
Other languages
German (de)
Inventor
Dr Albert Schwalenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Filmfabrik Wolfen VEB
Original Assignee
Filmfabrik Wolfen VEB
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Filmfabrik Wolfen VEB filed Critical Filmfabrik Wolfen VEB
Priority to DEV9810A priority Critical patent/DE1005524B/en
Publication of DE1005524B publication Critical patent/DE1005524B/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/14—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von N-Methyltaurin-Natrium Es ist bekannt, daß sich N-Methyltaurin-Natrium durch Einwirkung eines 12- bis 16fachen molaren Überschusses von Monomethylamin auf 2-chloräthan-l-sulfonsaures Natrium in wäßriger Lösung bei einer Temperatur von 120 bis 130° während einer Reaktionsdauer bis zu 14 Stunden im Druckautoklav bildet. Die bei diesem Verfahren erhaltenen Ausbeuten, bezogen auf die Menge des eingesetzten Chloräthansulfonats, betragen bis zu 95 % der Theorie.Process for the production of N-methyltaurine sodium It is known that N-methyltaurine sodium by the action of a 12- to 16-fold molar Excess of monomethylamine on 2-chloroethane-1-sulfonic acid sodium in aqueous Solution at a temperature of 120 to 130 ° for a reaction time up to 14 hours in a pressure autoclave. The yields obtained in this process, based on the amount of chloroethane sulfonate used, are up to 95% the theory.

Das Arbeiten im Autoklav ist unbequem, und die bei der Reaktion entstehende Salzsäure macht die Verwendung eines säurebeständigen Druckgefäßes notwendig.Working in the autoclave is inconvenient, and that is the result of the reaction Hydrochloric acid requires the use of an acid-resistant pressure vessel.

Es wurde nun gefunden, daß man auf einfacherem Wege bei besserer Ausbeute zu N-Methyltaurin-Natrium gelangt, wenn man erfindungsgemäß eine etwa 20%ige wäßrige Lösung von 2-chloräthan-1-sulfonsaurem Natrium mit der 10- bis 12fachen molaren Menge einer etwa 30%igen wäßrigen Lösung von Monomethylamin bei einer Temperatur von 20 bis 30° unter fortwährendem Rühren bei Atmosphärendruck behandelt.It has now been found that there is a simpler route with a better yield to N-methyltaurine sodium arrives if, according to the invention, an approximately 20% aqueous Solution of 2-chloroethane-1-sulphonic acid sodium with 10 to 12 times the molar Amount of an approximately 30% aqueous solution of monomethylamine at a temperature treated from 20 to 30 ° with continued stirring at atmospheric pressure.

Beispiel In eine frisch hergestellte Lösung von 103 g 2-chloräthan-1-sulfonsaurem Natrium in 482 ml Wasser läßt man unter Rühren 720 g einer wäßrigen 32,6%igen Monomethylaminlösung langsam bei Zimmertemperatur einlaufen und rührt unter Atmosphärendruck bei 20 bis 30° 6 Stunden unter Rückflußkühlung nach. Nach beendeter Reaktion läßt man in das Reaktionsgefäß unter fortgesetztem Rühren 53g einer 50%igen Natronlauge langsam einfließen, und man entfernt darauf das überschüssige Monomethylamin durch vorsichtiges Erwärmen der Lösung. Das flüchtige Monomethylamin wird in Wasser absorbiert. Das noch in der wäßrigen Lösung verbleibende Monomethylamin wird mit Hilfe einer Wasserdampfdestillation restlos ausgeblasen. Die Ausbeute an N-Methyltaurin-Natrium beträgt, auf 2-chloräthan-l-sulfonsaures Natrium berechnet, 98% der Theorie.Example In a freshly prepared solution of 103 g of 2-chloroethane-1-sulfonic acid Sodium in 482 ml of water is left with stirring 720 g of an aqueous 32.6% strength monomethylamine solution run in slowly at room temperature and stir under atmospheric pressure at 20 bis 30 ° after 6 hours under reflux cooling. After the reaction has ended, the Reaction vessel with continued stirring 53 g of a 50% sodium hydroxide solution slowly pour in, and then remove the excess monomethylamine by careful Heating the solution. The volatile monomethylamine is absorbed in water. That Monomethylamine still remaining in the aqueous solution is removed with the aid of steam distillation completely blown out. The yield of sodium N-methyltaurine is based on 2-chloroethane-1-sulfonic acid Sodium calculated, 98% of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von N-Methyltaurin-Natrium aus 2-chloräthan-l-sulfonsaurem Natrium und Monomethylamin, dadurch gekennzeichnet, daß man bei Atmosphärendruck unter ständigem Rühren eine wäßrige Lösung von 2-chloräthan-l-sulfonsaurem Natrium mit der 10-bis 12fachen molaren Menge einer wäßrigen Lösung von Monomethylamin bei 20 bis 30° umsetzt.PATENT CLAIM: Process for the production of N-methyltaurine sodium from 2-chloroethane-1-sulfonic acid sodium and monomethylamine, characterized in that that at atmospheric pressure with constant stirring an aqueous solution of 2-chloroethane-1-sulfonic acid Sodium with 10 to 12 times the molar amount of an aqueous solution of monomethylamine converts at 20 to 30 °.
DEV9810A 1955-11-30 1955-11-30 Process for the production of N-methyltaurine sodium Pending DE1005524B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEV9810A DE1005524B (en) 1955-11-30 1955-11-30 Process for the production of N-methyltaurine sodium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEV9810A DE1005524B (en) 1955-11-30 1955-11-30 Process for the production of N-methyltaurine sodium

Publications (1)

Publication Number Publication Date
DE1005524B true DE1005524B (en) 1957-04-04

Family

ID=7572833

Family Applications (1)

Application Number Title Priority Date Filing Date
DEV9810A Pending DE1005524B (en) 1955-11-30 1955-11-30 Process for the production of N-methyltaurine sodium

Country Status (1)

Country Link
DE (1) DE1005524B (en)

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