DE612536C - Process for the preparation of aminodisulfonic acids - Google Patents

Process for the preparation of aminodisulfonic acids

Info

Publication number
DE612536C
DE612536C DEI47990D DEI0047990D DE612536C DE 612536 C DE612536 C DE 612536C DE I47990 D DEI47990 D DE I47990D DE I0047990 D DEI0047990 D DE I0047990D DE 612536 C DE612536 C DE 612536C
Authority
DE
Germany
Prior art keywords
acids
aminodisulfonic
preparation
percent
weight
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.)
Expired
Application number
DEI47990D
Other languages
German (de)
Inventor
Dr Otto Nicodemus
Dr Walter Schmidt
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI47990D priority Critical patent/DE612536C/en
Application granted granted Critical
Publication of DE612536C publication Critical patent/DE612536C/en
Expired 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 Aminodisulfonsäuren Es ist bekannt, Aminoäthänsulfonsäuren durch Anlagerung von Ammoniak oder Aminen an Äthansulfonsäure bzw. deren Salze herzustellen.Process for the preparation of aminodisulfonic acids It is known Aminoethanesulphonic acids due to the addition of ammonia or amines to ethanesulphonic acid or to produce their salts.

Es wurde nun gefunden, daß auch die ungesättigten Disulfonsäuren, z. B. die Butendisulfonsäuren, unter geeigneten Bedingungen besonders gut Ammoniak oder Amine anlagern. Die Disulfonsäuren oder ihre Salze werden zweckmäßig 'bei erhöhter Temperatur und unter Anwendung von Druck mit Ammoniak oder Aminen umgesetzt und ergeben die entsprechenden Aminosäuren in sehr guter Ausbeute. Die auf diesem Wege erhältlichen, bisher unbekanntenAnvnodisulfonsäuren haben infolge der mehr sauren Eigenschaften und der leichteren Löslichkeit vor den Taurinen beispielsweise auf pharmazeutischem und Textilhilfsmittelgebiet Vorteile und stellen daher wertvolle Ausgangsmaterialien und Zwischenprodukte dar.It has now been found that the unsaturated disulfonic acids, z. B. the butenedisulfonic acids, ammonia particularly well under suitable conditions or add amines. The disulfonic acids or their salts are expedient 'with increased Temperature and under the application of pressure with ammonia or amines and reacted result in the corresponding amino acids in very good yield. That way available, hitherto unknown anvnodisulfonic acids have due to the more acidic Properties and the easier solubility before the taurines, for example pharmaceutical and textile auxiliaries area advantages and therefore represent valuable Starting materials and intermediates.

Beispiele: i. Man erhitzt 26o Gewichtsteile des Natriumsalzes der Buten(2)-disulfonsäure(I, q.) im Autöklaven mit i ooo Gewichtsteilen 40 prozentiger wässeriger Methylaminlösung 5 Stunden auf i8o bis I85° unter 3o bis 32 atü. Nach Abtreiben des Methylamins bleiben 233 Gewichtsteile des 2-methylaminobutan-I, 4-disulfonsauren Natriums in 22 prozentiger Lösung zurück, entsprechend einer Ausbeute von 8o Prozent der Theorie.Examples: i. The sodium salt is heated to 26o parts by weight Butene (2) disulfonic acid (I, q.) In the autoclave with 100 parts by weight 40 percent aqueous methylamine solution for 5 hours at 180 to 185 ° below 3o to 32 atm. To Driving off the methylamine leaves 233 parts by weight of 2-methylaminobutane-1,4-disulfonic acid Sodium in 22 percent solution, corresponding to a yield of 80 percent the theory.

2. 165 Gewichtsteile des Natriumsalzes der Buten(i)-disulfonsäure(3, q.), 8o prozentig, werden mit goo Gewichtsteilen 40prozentigem Methylamin 3 Stunden im Rührautoklaven auf 175 bis i8o° bei einem Druck von 28 bis 30 atü erhitzt. Die vom Methylamin befreite Lösung enthält 128 Gewichtsteile entsprechend 88 Prozent der theoretischen Ausbeute an i-m,ethylaminobutan-3, 4-disulfOnsaurem Natrium.2. 165 parts by weight of the sodium salt of butene (i) disulfonic acid (3, q.), 8o percent, are heated to 175 to 180 ° at a pressure of 28 to 30 atmospheres for 3 hours in a stirred autoclave with 40 parts by weight of 40 percent methylamine. The solution freed from methylamine contains 128 parts by weight, corresponding to 88 percent of the theoretical yield, of im, ethylaminobutane-3,4-disulfonate sodium.

3. I Mol butendisulfonsaures Natrium wird mit 6 Mol Ammoniak in 25prozentiger wässeriger Lösung 3 Stunden bei i8o° erhitzt. Man erhält nach üblicher Aufarbeitung in guter Ausbeute das aminobutandisulfonsaure Natrium.3. I mol of sodium butenedisulphonic acid is mixed with 6 mol of ammonia in 25 percent aqueous solution heated at 180 ° for 3 hours. Customary work-up gives aminobutanedisulfonic acid sodium in good yield.

Claims (1)

PATRNTANSPRUCFI: Verfahren zur Herstellung von Aminodisulfonsäuren, dadurch gekennzeichnet, daßr man ungesättigte aliphatische Di sulfonsäuren bzw. deren Salze mit Ammoniak oder primären oder sekundären Aminen umsetzt.PATRNTANSPRUCFI: Process for the production of aminodisulfonic acids, characterized in that unsaturated aliphatic disulfonic acids or reacts their salts with ammonia or primary or secondary amines.
DEI47990D 1933-09-21 1933-09-21 Process for the preparation of aminodisulfonic acids Expired DE612536C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI47990D DE612536C (en) 1933-09-21 1933-09-21 Process for the preparation of aminodisulfonic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI47990D DE612536C (en) 1933-09-21 1933-09-21 Process for the preparation of aminodisulfonic acids

Publications (1)

Publication Number Publication Date
DE612536C true DE612536C (en) 1935-04-27

Family

ID=7192132

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI47990D Expired DE612536C (en) 1933-09-21 1933-09-21 Process for the preparation of aminodisulfonic acids

Country Status (1)

Country Link
DE (1) DE612536C (en)

Similar Documents

Publication Publication Date Title
DE612536C (en) Process for the preparation of aminodisulfonic acids
DE572204C (en) Process for the preparation of Aminoethanesulfonic acids
DE593968C (en) Process for the preparation of aminoalkylsulphonic acids
DE485426C (en) Process for the preparation of 2-phenylquinoline-4-carboxylic acid
DE872246C (en) Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine
DE446543C (en) Process for the preparation of 7, 8-benzoacridine-9-carboxylic acids and their compounds
DE586806C (en) Process for the preparation of symmetrical di- (arylamino) -oxybenzenes
DE932552C (en) Process for the production of melamine
DE656350C (en) Method of making sarcosine
DE612994C (en) Process for the preparation of aminoalkylsulphonic acids
DE944790C (en) Process for the preparation of thioether dicarboxylic acids or their salts
DE525744C (en) Process for the preparation of sodium boroformate
DE625996C (en) Process for the preparation of aminopyrene sulfonic acids
AT158301B (en) Process for the production of vitamin B1.
DE575364C (en) Process for the production of water-soluble organic salts, in particular soaps
AT135351B (en) Process for the preparation of aliphatic amino alcohols.
DE347683C (en) Process for the preparation of 2-aminoanthraquinone
AT225683B (en) Process for the preparation of fatty acid alkanolamides
DE858697C (en) Process for the preparation of Dicarbonsaeuredimethylolamiden
DE1022580B (en) Process for the production of sulfaguanidine
CH123597A (en) Process for the preparation of N-B-methoxyethylanthranilic acid-B-piperidino-ethyl ester.
CH249116A (en) Process for the preparation of α-oxy-B, B-dimethyl-γ-butyrolactone.
CH495962A (en) Process for racemization of d-alpha-amino-alpha-3 4
CH154173A (en) Process for the preparation of 5,6-dimethoxy-8-aminoquinoline.
CH151516A (en) Process for the preparation of phenylallylbarbituric acid.