CH217133A - Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. - Google Patents

Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative.

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Publication number
CH217133A
CH217133A CH217133DA CH217133A CH 217133 A CH217133 A CH 217133A CH 217133D A CH217133D A CH 217133DA CH 217133 A CH217133 A CH 217133A
Authority
CH
Switzerland
Prior art keywords
water
soluble
molecular weight
higher molecular
production
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH217133A publication Critical patent/CH217133A/en

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Description

  

  Verfahren zur Herstellung eines wasserlöslichen,     höhermolekularen,          a-substituier        ten        Benzylaminderivates.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung     eines    wasser  löslichen,     höhermolekularen,        a-substituierten          Benzylaminderivates,    dadurch gekennzeich  net,

   dass man     a-Undecyl-4-methoxybenzyl-          amin    (erhältlich durch Erhitzen von     p-Me-          thoxy-laurophenon    mit     Ammonformiat    und  nachfolgende     Verseifung    der     entstandenen          Formylverbindung)    mit     Dimethylsulfat        in     die     quaternäre        Ammoniumverbindung    über  führt.  



  Die neue     Verbindung,    ein helles, dickes  01, ist in Wasser leicht löslich     unter        Bildung     stark schäumender     Lösungen    und kann als  Desinfektionsmittel     verwendet    werden.  



  <I>Beispiel:</I>  100 Teile     4-Methoxy-laurophenon,    darge  stellt aus destillierter     Palmkernfettsäure,     Fraktion     gp."    170 bis 220', und     Anisol,     werden mit 70 Teilen     Ammonformiat,    herge  stellt durch Neutralisieren von 830 Teilen  Ameisensäure<B>85%</B> mit 1080 Teilen Ammo-         niak        25%    und Eindampfen auf ca. 900  bis 950 Teile, vermischt und 10 Stunden  auf 180 bis 185   erhitzt.

   Die entstandene       Formylverbindung    des     a-Undecyl-4-methoxy-          benzylamins        wird    verseift, das freie Amin       ausgeäthert    und destilliert;     gp.1,6    200 bis  250'. Das Amin ist     ein    helles, in verdünn  ter Salzsäure lösliches Öl mit stark basischem  Geruch.  



  1/2     Mol.        a-Undecyl-4-methoxy-benzylamin          wird    gelöst in 700     Volumteilen    trockenem  Chlorbenzol und 120 Teile feste Soda darin  aufgeschlämmt. Bei 100   lässt man langsam  130 Teile     Dimethylsulfat        zutropfen    und rührt  bei dieser Temperatur über Nacht.

   Das aus  geschiedene     Natriumsulfat        wird        abfiltriert     und zum     Filtrat,    das das     a-Undecyl-4-me-          thoxy-benzyldimethylamin    enthält, nochmals  65 Teile     Dimethylsulfat        zugetropft.    Nach       mehrstündigem    Erhitzen auf<B>100'</B>     wird    das  Chlorbenzol durch     Wasserdampfdestillation     entfernt     und    die klare Lösung der     quater-          nären        Ammoniumverbindung    eingedampft.

        Es     hinterbleibt    ein helles, dickes Öl, das     in     Wasser leicht löslich ist und dessen Lösungen  stark schäumen.



  Process for the preparation of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. The subject of the present patent is a process for the preparation of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that

   that a-undecyl-4-methoxybenzylamine (obtainable by heating p-methoxy-laurophenone with ammonium formate and subsequent saponification of the resulting formyl compound) is converted into the quaternary ammonium compound with dimethyl sulfate.



  The new compound, a light, thick 01, is easily soluble in water with the formation of strongly foaming solutions and can be used as a disinfectant.



  <I> Example: </I> 100 parts of 4-methoxylaurophenone, made from distilled palm kernel fatty acid, fraction gp. "170 to 220", and anisole, are made with 70 parts of ammonium formate, produced by neutralizing 830 parts of formic acid B> 85% </B> with 1080 parts of ammonia 25% and evaporation to approx. 900 to 950 parts, mixed and heated to 180 to 185 for 10 hours.

   The resulting formyl compound of a-undecyl-4-methoxybenzylamine is saponified, the free amine is extracted with ether and distilled; gp.1,6 200 to 250 '. The amine is a light-colored oil that is soluble in dilute hydrochloric acid and has a strong basic odor.



  1/2 mol. Of a-Undecyl-4-methoxy-benzylamine is dissolved in 700 parts by volume of dry chlorobenzene and 120 parts of solid soda slurried therein. At 100, 130 parts of dimethyl sulfate are slowly added dropwise and the mixture is stirred at this temperature overnight.

   The separated sodium sulfate is filtered off and a further 65 parts of dimethyl sulfate are added dropwise to the filtrate, which contains the α-undecyl-4-methoxy-benzyldimethylamine. After heating to <B> 100 '</B> for several hours, the chlorobenzene is removed by steam distillation and the clear solution of the quaternary ammonium compound is evaporated.

        What remains is a light, thick oil that is easily soluble in water and the solutions of which foam strongly.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser löslichen, höhermolekularen, a-substituierten Benzylaminderivates, dadurch gekennzeich- net, dass man a-Undecyl-4-methozybenzyl- amin mit Dimethylsulfat in die quaternäre Ammoniumverbindung überführt. Die neue Verbindung, ein helles, dickes Öl, ist in Wasser leicht löslich unter Bildung stark schäumender Lösungen und kann als Desinfektionsmittel verwendet werden. PATENT CLAIM: Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that α-undecyl-4-methozybenzylamine is converted into the quaternary ammonium compound with dimethyl sulfate. The new compound, a light, thick oil, is easily soluble in water with the formation of strong foaming solutions and can be used as a disinfectant.
CH217133D 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. CH217133A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217133T 1938-11-25
CH214904T 1941-12-03

Publications (1)

Publication Number Publication Date
CH217133A true CH217133A (en) 1941-09-30

Family

ID=25725643

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217133D CH217133A (en) 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative.

Country Status (1)

Country Link
CH (1) CH217133A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3467708A (en) * 1965-10-21 1969-09-16 Armour Ind Chem Co Aryl-substituted aliphatic benzyl and naphthyl-methylene quaternary ammonium compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3467708A (en) * 1965-10-21 1969-09-16 Armour Ind Chem Co Aryl-substituted aliphatic benzyl and naphthyl-methylene quaternary ammonium compounds

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