CH217137A - 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
CH217137A
CH217137A CH217137DA CH217137A CH 217137 A CH217137 A CH 217137A CH 217137D A CH217137D A CH 217137DA CH 217137 A CH217137 A CH 217137A
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CH
Switzerland
Prior art keywords
water
soluble
molecular weight
production
higher molecular
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.)
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Publication date
Application filed by Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH217137A publication Critical patent/CH217137A/en

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Description

  

  Verfahren zur Herstellung eines wasserlöslichen,     höhermolekularen,          a-substituierten        Benzylaminderivates.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung eines  wasserlöslichen,     höhermolekularen,        a-substi-          tuierten        Benzylaminderivates,    dadurch ge  kennzeichnet, dass man     a-Undecyl-3,4-dime-          thylbenzylamin    (erhältlich durch Erhitzen  von     3,

  4-Dimethyllaurophenon    mit     Ammon-          formia.t    und nachfolgende     Verseifung    der ent  standenen     Formy        lverbindung)    mit     Dimethyl-          sulfat    unter erschöpfender     Methylierung        in     die     quaternäre        Ammoniumverbindung    über  führt.  



  Die neue Verbindung bildet ein helles 01,  das in Wasser klar löslich ist und als Des  infektionsmittel verwendet werden kann.  



  <I>Beispiel:</I>  196 Teile     3,4-Dimethyllaurophenon,    dar  gestellt aus destillierter     Palmkernfettsäure,     Fraktion     Kp."    170 bis 220', und     o-Xylol,     werden mit 130 Teilen     Ammonformiat,    her  gestellt durch Neutralisieren von 830 Teilen  Ameisensäure<B>85</B>% mit 1080 Teilen Ammo-         niak    25 % und Eindampfen auf zirka 900  bis 950 Teile,     vermischt        und    10     Stunden    auf  180 bis<B>1.85'</B> erhitzt.

   Die entstandene     For-          mylverbindimg    des     a-Undecyl-3,4-dimethyl-          benzylamins        wird    mit     konz.    Salzsäure ver  seift, das Amin mit Natronlauge in     Freiheit     gesetzt,     ausgeäthert    und     destilliert.        gp.:t,o     170 bis 225  . Das Amin ist ein helles,     in     verdünnter Salzsäure lösliches 01 mit basi  schem Geruch.  



       i/2        Mol.        a-Undecyl-3,4-dimethylbenzyl-          amin    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        zutrop-          fen    und rührt bei dieser Temperatur einige  Stunden, bis sich die     quaternäre        Verbindung     vollständig     gebildet    hat. Dieselbe     wird    mit  Wasser dem Benzol entzogen.

   Die klare,       wässrige    Lösung der     quaternären    Ammonium  verbindung     wird    eingedampft. Es     hinterbleibt     ein helles 01, 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 additional patent is a process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that α-undecyl-3,4-dimethylbenzylamine (obtainable by heating 3,

  4-Dimethyllaurophenone with ammonium formia.t and subsequent saponification of the formed formyl compound) with dimethyl sulphate with exhaustive methylation into the quaternary ammonium compound.



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



  <I> Example: </I> 196 parts of 3,4-dimethyllaurophenone, made from distilled palm kernel fatty acid, fraction bp. "170 to 220 ', and o-xylene, are mixed with 130 parts of ammonium formate, made by neutralizing 830 parts Formic acid <B> 85 </B>% with 1080 parts of ammonia 25% and evaporation to about 900 to 950 parts, mixed and heated to 180 to <B> 1.85 '</B> for 10 hours.

   The resulting formula compound of a-undecyl-3,4-dimethylbenzylamine is treated with conc. Hydrochloric acid is saponified, the amine is released with sodium hydroxide solution, etherified and distilled. gp.:t,o 170 to 225. The amine is a light-colored oil that is soluble in dilute hydrochloric acid and has a basic odor.



       1/2 mol. of a-Undecyl-3,4-dimethylbenzylamine 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 formed completely. The same is removed from the benzene with water.

   The clear, aqueous solution of the quaternary ammonium compound is evaporated. A light oil remains, which 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-LTndecyl-3,4-dimethylbenzyl- amin mit Dimethylsulfat unter erschöpfender Methylierung in die quaternäre Ammonium verbindung überführt. Die neue Verbindung bildet ein helles Ü'1, das in Wasser klar löslich ist und als Desin fektionsmittel verwendet werden kann. PATENT CLAIM: Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that α-L-decyl-3,4-dimethylbenzylamine is converted into the quaternary ammonium compound with dimethyl sulfate with exhaustive methylation. The new compound forms a light-colored Ü'1 that is clearly soluble in water and can be used as a disinfectant.
CH217137D 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. CH217137A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217137T 1938-11-25
CH214904T 1941-12-03

Publications (1)

Publication Number Publication Date
CH217137A true CH217137A (en) 1941-09-30

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Family Applications (1)

Application Number Title Priority Date Filing Date
CH217137D CH217137A (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) CH217137A (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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