CH217136A - 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
CH217136A
CH217136A CH217136DA CH217136A CH 217136 A CH217136 A CH 217136A CH 217136D A CH217136D A CH 217136DA CH 217136 A CH217136 A CH 217136A
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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 CH217136A publication Critical patent/CH217136A/en

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Description

  

  Verfahren zur Herstellung 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-Undecy        1-4-methylbenzylamin     (erhältlich durch Erhitzen von     4-Methyl-          laurophenon    mit     Ammonformiat    und nach  folgende     Verseifung    der entstandenen     For-          mylverbindung)    mit     Dimethylsulfat    unter  erschöpfender     Methylierung    in die     quaternäre          Ammoniumverbindung    überführt.  



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



  <I>Beispiel:</I>  <B>186</B> Teile     4-Methyllaurophenon,    darge  stellt aus     destillierter        Palmkernfettsäure,     Fraktion     gp."170    bis 220  , und     Toluol,    wer  den mit 130 Teilen     Ammonformiat,    her  bestellt durch Neutralisieren von 830 Teilen  Ameisensäure 85 % 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     For-          mylverbindung    des     a-Undecyl-4-methylben-          zylamins    wird mit     konz.    Salzsäure verseift,  das Amin mit Natronlauge in Freiheit ge  setzt,     ausgeäthert    und     destilliert.        gp.o"    150  bis 205  . Das Amin ist ein helles, in ver  dünnter Salzsäure lösliches 01 mit stark basi  schem Geruch.  



  1/2     Mol.        a-Undecyl-4-methylbenzylamin     wird gelöst in 500     Volumteilen    trockenem  Benzol und 110 Teile feste Soda darin auf  geschlämmt. Bei 75 bis 80   lässt man lang  sam 195     Teile        Dimethylsulfat        zutropfen    und  rührt bei dieser     Temperatur        einige    Stunden  bis sich die     quaternäre        Verbindung    vollstän  dig gebildet hat. Dieselbe wird     mit    Wasser  dem Benzol entzogen.

   Die klare,     wässrige     Lösung der     quaternären        Ammoniumverbin-          dung    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 patent is a process for the preparation of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that

   that a-Undecy 1-4-methylbenzylamine (obtainable by heating 4-methyl-laurophenone with ammonium formate and subsequent saponification of the resulting formyl compound) is converted into the quaternary ammonium compound with dimethyl sulfate with exhaustive methylation.



  The new compound forms a light-colored oil that is clearly soluble in water and can be used as a disinfectant.



  <I> Example: </I> <B> 186 </B> parts of 4-methyllaurophenone, represented from distilled palm kernel fatty acid, fraction gp. "170 to 220, and toluene, who ordered 130 parts of ammonium formate by neutralizing of 830 parts of formic acid 85% with 1080 parts of ammonia 25% and evaporation to about 900 to 950 parts, mixed and heated to 180 to 185 for 10 hours.

   The resulting formyl compound of a-undecyl-4-methylbenzylamine is treated with conc. Hydrochloric acid is saponified, the amine is set free with sodium hydroxide solution, etherified and distilled. gp.o "150 to 205. 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-methylbenzylamine is dissolved in 500 parts by volume of dry benzene and 110 parts of solid soda slurried in it. 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-Undecyl-4-methylbenzylamin mit Dimethy lsulfat unter ersehöpfender Me- thylierung in die quaternäre Ammoniumver- bindung überführt. PATENT CLAIM: Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that α-undecyl-4-methylbenzylamine is converted into the quaternary ammonium compound with dimethyl sulphate with sufficient methylation. Die neue Verbindung, ein helles Öl, ist in Wasser klar löslich und kann als Desinfek- tionsmittel verwendet werden. The new compound, a light-colored oil, is clearly soluble in water and can be used as a disinfectant.
CH217136D 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. CH217136A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217136T 1938-11-25
CH214904T 1941-12-03

Publications (1)

Publication Number Publication Date
CH217136A true CH217136A (en) 1941-09-30

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Family Applications (1)

Application Number Title Priority Date Filing Date
CH217136D CH217136A (en) 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative.

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CH (1) CH217136A (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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