DE940834C - Process for the preparation of aminoalkylsulphonic acids - Google Patents

Process for the preparation of aminoalkylsulphonic acids

Info

Publication number
DE940834C
DE940834C DEB5912D DEB0005912D DE940834C DE 940834 C DE940834 C DE 940834C DE B5912 D DEB5912 D DE B5912D DE B0005912 D DEB0005912 D DE B0005912D DE 940834 C DE940834 C DE 940834C
Authority
DE
Germany
Prior art keywords
preparation
bases
acids
substituted
ammonia
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
DEB5912D
Other languages
German (de)
Inventor
Johann Heinrich Dr Helberger
Georg Dr Manecke
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.)
Boehme Fettchemie GmbH
Original Assignee
Boehme Fettchemie GmbH
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 Boehme Fettchemie GmbH filed Critical Boehme Fettchemie GmbH
Priority to DEB5912D priority Critical patent/DE940834C/en
Application granted granted Critical
Publication of DE940834C publication Critical patent/DE940834C/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

Description

Verfahren zur Herstellung von Aminoalkylsulfonsäuren Es wurde gefunden, daß aliphatische Sultone, die z. B. nach Patent 887 341 hergestellt werden können, durch Umsetzung mit Ammoniak oder beliebig substituierten organischen Basen glatt in Reaktion treten unter Bildung neuer, technisch wertvoller Verbindungen. Unter »organischen Basen« sind zu verstehen primäre, sekundäre und tertiäre Aminbasen, Diaminbasen und andere. Unter dem Begriff »sacundäre Aminbascn« sind auch cycl.ische Basen, wie Piperidin, unter dem Begriff »tertiäre Aminbasen« auch heterocyclische Basen, wie Pyridin, zu verstehen. Die neuen, in Wasser meist leicht lösliehen Verbindungen sollen Verwendung finden z. B. als pharmazeutische Produkte, Desinfektionsmittel, Wasch- und Textilhilfsmittel sowie als Vor-und Zwischenprodukte für die genannten Fertigprodukte sowie für Farbstoffe.Process for the preparation of aminoalkylsulfonic acids It has been found that aliphatic sultones, the z. B. can be produced according to patent 887 341, smooth by reaction with ammonia or any substituted organic bases react with the formation of new, technically valuable compounds. Under "Organic bases" are to be understood as primary, secondary and tertiary amine bases, Diamine bases and others. The term "sacundary amine bases" also includes cyclic Bases, such as piperidine, also include heterocyclic bases under the term “tertiary amine bases” Bases, such as pyridine, to be understood. The new compounds, which are usually easily soluble in water should be used z. B. as pharmaceutical products, disinfectants, Detergents and textile auxiliaries and as preliminary and intermediate products for the aforesaid Finished products as well as for dyes.

Es ist bekannt, daß Benzylsulton bzw. NitrobenzyIsulton mit wäßrigem Ammoniak unter Ringaufspaltung unter Bildung von Ammon.iumsalzen der Oxyarylsulfonsäuren bzw. von Sulfonsäureamiden reagieren. Demgegenüber zeigen die aliphatischen Sultone bei der Umsetzung mit Ammoniak oder beliebig substituierten organischen Basen in wasserfreiem Medium überraschenderweise ein völlig anderes Verhalten, indem eine Alkylierung am Stickstoffatom eintritt.It is known that Benzylsulton or NitrobenzyIsulton with aqueous Ammonia with ring splitting with formation of ammonium salts of oxyarylsulfonic acids or of sulfonic acid amides react. In contrast, the aliphatic sultones show in the reaction with ammonia or any substituted organic Bases in an anhydrous medium surprisingly a completely different behavior by a Alkylation occurs on the nitrogen atom.

.Beispiele 1. 13,6 Teile des z. B. nach Beispiel i des Patents 887 341 erhaltenen Sultons (Butansulton) werden mit 9,3 Teilen Anilin gemischt. Nach gelindem Erwärmen setzt eine exotherme Reaktion ein, die durch kurzes Erwärmen auf ioo° vervollständigt wird. Man erhält ein auch bei ioo° festes, glasartiges, sprödes Produkt, das in Wasser leicht löslich ist und aus Alkohol umkristallisiert werden kann..Examples 1. 13.6 parts of z. B. Sultons obtained according to Example i of the patent 887 341 (butane sultone) are mixed with 9.3 parts of aniline. After gentle heating, an exothermic reaction sets in, which is completed by briefly heating to 100 °. A glassy, brittle product which is solid, even at 100 °, is obtained, which is easily soluble in water and can be recrystallized from alcohol.

2. 13,6 Teile des z. B. nach Beispiel i des Patents 887341 erhaltenen Sultons (Butansulton) werden mit io Teilen Pyridin gemischt und erwärmt; es setzt schnell eine exothermeReaktion ein, und nach kurzem ist das gesamte Reaktionsgemisch kristallin erstarrt. Aus Alkohol, worin die Verbindung schwer löslich ist, läßt sie sich umkristall.isieren.2. 13.6 parts of z. B. obtained according to example i of the patent 887341 Sultons (butane sultone) are mixed with 10 parts of pyridine and heated; it sets an exothermic reaction quickly occurs, and after a short time the entire reaction mixture is complete crystalline solidified. From alcohol, in which the compound is sparingly soluble, leaves they recrystallize.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Aminoalkylsulfonsäuren bzw. in der Aminogruppe substituierten Aminoallcylsulfonsäuren, dadurch gekennzeichnet, daß aliphatische Sultone in Abwesenheit von Wasser mit Ammoniak oder beliebig substituierten organischen Basen zur Umsetzung gebracht werden. Angezogene Druckschriften: Berichte der Deutschen Chemischen Gesellschaft, Bd. 31 (1898), S. 1854 ff.PATENT CLAIM: Process for the production of aminoalkylsulfonic acids or aminoalkylsulfonic acids substituted in the amino group, characterized in that that aliphatic sultones substituted with ammonia or arbitrarily in the absence of water organic bases are brought to implementation. Pamphlets Attracted: Reports of the German Chemical Society, Vol. 31 (1898), pp. 1854 ff.
DEB5912D 1940-10-10 1940-10-10 Process for the preparation of aminoalkylsulphonic acids Expired DE940834C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB5912D DE940834C (en) 1940-10-10 1940-10-10 Process for the preparation of aminoalkylsulphonic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB5912D DE940834C (en) 1940-10-10 1940-10-10 Process for the preparation of aminoalkylsulphonic acids

Publications (1)

Publication Number Publication Date
DE940834C true DE940834C (en) 1956-03-29

Family

ID=6954247

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB5912D Expired DE940834C (en) 1940-10-10 1940-10-10 Process for the preparation of aminoalkylsulphonic acids

Country Status (1)

Country Link
DE (1) DE940834C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3231580A (en) * 1961-06-30 1966-01-25 Hans S Mannheimer Substituted imidazolines

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3231580A (en) * 1961-06-30 1966-01-25 Hans S Mannheimer Substituted imidazolines

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