CH217138A - 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
CH217138A
CH217138A CH217138DA CH217138A CH 217138 A CH217138 A CH 217138A CH 217138D A CH217138D A CH 217138DA CH 217138 A CH217138 A CH 217138A
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 CH217138A publication Critical patent/CH217138A/en

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Description

  

  Verfahren     zuräHerstellnng    eines wasserlöslichen,     höhermolekularen,          a-substituierten        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-chlor-3-methyl-          benzylamin    (erhältlich durch Erhitzen von       4-Chlor-3-methyllaurophenon    mit     Ammon-          formiat    und nachfolgende     Verseifung    der ent  standenen     Formylverbindung)    mit     Dimethyl-          sulfat        unter    erschöpfender     Methylierung    in  die     quaternäre        Ammoniumverbindung    über  führt.  



  Die neue     Verbindung    bildet ein helles     (O1,     das in Wasser klar löslich ist und als     Des-          infektionsmittel    verwendet werden kann.  



       Beispiel:     210 Teile     4-Chlor-3-methyllaurophenon,     dargestellt aus destillierter     Palmkernfett-          säure,        Fraktion        gp."    170 bis 220  , und     o-          Chlortoluol,    werden mit 130 Teilen     Ammon-          formiat,    hergestellt durch Neutralisieren von  830 Teilen Ameisensäure<B>85%</B> mit 1080 Tei-         len    Ammoniak<B>25%</B> und     Eindampfen    auf  zirka 900     bis    950 Teile, vermischt und 10  Stunden auf 180 bis 185   erhitzt.

   Die ent  standene     Formylverbindung    des     a-Undecyl-4-          chlor-3-methylbenzylamins    wird mit     konz.     Salzsäure verseift, das Amin mit Natron  lauge in     Freiheit    gesetzt,     ausgeäthert    und       destilliert.        gp.,    192 bis 240'. Das     Amin        ist     ein helles, in     verdünnter        Salzsäure        lösliches          Öl    mit stark basischem Geruch.  



  1/2     Mol.        a-Undecyl-4-chlor-3-methylben-          zylamin        wird    gelöst in 500     Volumteilen        trok-          kenem    Benzol und 110 Teile feste Soda darin  aufgeschlämmt.

   Bei 75 bis<B>80'</B> lässt man  langsam 195 Teile     Dimethylsulfat        zutropfen     und rührt bei dieser     Temperatur        einige        Stun-          den    bis sich     die        quaternäre        Verbindung    voll  ständig     gebildet    hat. Dieselbe wird mit Was  ser dem Benzol entzogen. Die     klare,        wässrige          Lösung    der     quaternären        Ammoniumverbin-          dung    wird eingedampft.

   Es     hinterbleibt    ein  helles     Ö1,    das     in    Wasser klar löslich     ist    und  stark schäumt.



  Process for the production 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-chloro-3-methylbenzylamine (obtainable by heating 4-chloro-3-methyllaurophenone with ammonium formate and subsequent saponification of the resulting formyl compound) with dimethyl sulfate with exhaustive methylation into the quaternary ammonium compound over leads.



  The new compound forms a light-colored (O1, which is clearly soluble in water and can be used as a disinfectant.



       Example: 210 parts of 4-chloro-3-methyllaurophenone, prepared from distilled palm kernel fatty acid, fraction gp. "170 to 220, and o-chlorotoluene, are mixed with 130 parts of ammonium formate, prepared by neutralizing 830 parts of formic acid <B> 85% </B> with 1080 parts of ammonia <B> 25% </B> 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-chloro-3-methylbenzylamine is concentrated with. Hydrochloric acid is saponified, the amine is released with sodium hydroxide solution, etherified and distilled. gp., 192 to 240 '. 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-chloro-3-methylbenzylamine is dissolved in 500 parts by volume of dry benzene and 110 parts of solid soda and slurried therein.

   At 75 to 80, 195 parts of dimethyl sulfate are slowly added dropwise and the mixture is stirred at this temperature for a few hours until the quaternary compound has been completely formed. The same is removed from the benzene with water. The clear, aqueous solution of the quaternary ammonium compound is evaporated.

   What remains is a light oil that is clearly soluble in water and foams strongly.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines wasser löslichen, höhermolekularen, a-substituierten Benzylaminderivates, dadurch gekennzeich net, dass man a-Undecyl-4-chlor-3-methyl- benzylamin mit Dimethylsulfat unter er- schöpfender Methylierung in die quaternäre Ammoniumverbindung überführt. Die neue Verbindung, ein helles<B>01,</B> das in Wasser klar löslich ist, PATENT CLAIM: Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that α-undecyl-4-chloro-3-methylbenzylamine is converted into the quaternary ammonium compound with dimethyl sulfate with exhaustive methylation. The new compound, a light <B> 01 </B> that is clearly soluble in water, kann als Desinfek tionsmittel verwendet werden. can be used as a disinfectant.
CH217138D 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. CH217138A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217138T 1938-11-25
CH214904T 1941-12-03

Publications (1)

Publication Number Publication Date
CH217138A true CH217138A (en) 1941-09-30

Family

ID=25725648

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217138D CH217138A (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) CH217138A (en)

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