CH217130A - 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
CH217130A
CH217130A CH217130DA CH217130A CH 217130 A CH217130 A CH 217130A CH 217130D A CH217130D A CH 217130DA CH 217130 A CH217130 A CH 217130A
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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 CH217130A publication Critical patent/CH217130A/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-Undecyl-benzyldimethylamin     mit     Glyzerin-a-chlorhydrin    in die     quaternäre          Ammoniumverbindung    überführt.  



  Die neue     Verbindung,    ein dickes, hell  gelbes 01, ist in Wasser leicht löslich     unter     Bildung stark schäumender Lösungen und  kann als Desinfektionsmittel     verwendet    wer  den.  



       Beispiel:     100 Teile     Laurophenon,    dargestellt aus  destillierter     Palmkernfettsäure,    Fraktion     Kp."     170 bis 220  , und Benzol, werden mit 70 Tei  len     Ammonformiat,    hergestellt durch Neu  tralisieren von 830 Teilen Ameisensäure 85     ö     mit 1080 Teilen Ammoniak 25      %o    und Ein  dampfen auf ca. 900     bis    950 Teile,     vermischt,     innert 3 bis 4 Stunden auf 180 bis 185   er  hitzt, und dann 5 bis 6 Stunden bei dieser  Temperatur gehalten.

   Die entstandene For-         mylverbindung    des     a-Undecylbenzylamins     wird verseift, das freie Amin     ausgeäthert     und destilliert;     gp."    185 bis 240  . Das Amin       ist        ein    helles, in verdünnter Salzsäure lös  liches 01 mit stark basischem Geruch.  



  1/2     Mol.        a-tTndecyl-benzylamin        wird    ge  löst in 800     Volumteilen    trockenem Chlorben  zol und     darin    120 Teile feste Soda aufge  schlämmt. Bei<B>100'</B> lässt man langsam 130  Teile     Dimethylsulfat        zutropfen    und rührt bei  dieser Temperatur über Nacht.

   Das ausge  schiedene Natriumsulfat     wird        abfiltriert    und  das Chlorbenzol     abdestilliert.    Man erhält das       a-Undecyl-benzyl-dimethylamin    als helles 01  vom     Kp.14    170 bis 220   1/2     Mol.    dieser Ver  bindung wird in 500     Volumteilen    Chlor  benzol mit 0,6     Mol.        Glyzerin-a-chlorhydrin     versetzt und 12     Stunden    bei 100 bis 110   ge  rührt.

   Das Chlorbenzol wird durch Wasser  dampf     destillation    entfernt und die     quaternäre          Ammoniumverbindung    durch Eindampfen  des     wässrigen    Rückstandes als dickes, hell  gelbes 01 gewonnen, das in Wasser leicht      löslich ist und dessen     wässrige    Lösungen  stark schäumen.



  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 α-undecylbenzyldimethylamine is converted into the quaternary ammonium compound with glycerol-α-chlorohydrin.



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



       Example: 100 parts of laurophenone, made from distilled palm kernel fatty acid, fraction bp. "170 to 220, and benzene, are made with 70 parts of ammonium formate, prepared by neutralizing 830 parts of formic acid 85 ö with 1080 parts of ammonia 25% and a vaporize about 900 to 950 parts, mixed, heated to 180 to 185 within 3 to 4 hours, and then held at this temperature for 5 to 6 hours.

   The resulting formyl compound of α-undecylbenzylamine is saponified, the free amine is extracted with ether and distilled; gp. "185 to 240. The amine is a light-colored oil which is soluble in dilute hydrochloric acid and has a strong basic odor.



  1/2 mole of a-t-decyl-benzylamine is dissolved in 800 parts by volume of dry chlorobenzene and 120 parts of solid soda are suspended in it. At <B> 100 '</B>, 130 parts of dimethyl sulfate are slowly added dropwise and the mixture is stirred at this temperature overnight.

   The precipitated sodium sulfate is filtered off and the chlorobenzene is distilled off. The α-undecyl-benzyl-dimethylamine is obtained as a light-colored oil with a boiling point of 14 170 to 220 1/2 mol. This compound is mixed with 0.6 mol 100 to 110 stirred.

   The chlorobenzene is removed by steam distillation and the quaternary ammonium compound is obtained by evaporation of the aqueous residue as a thick, light yellow oil, which is easily soluble in water and whose aqueous solutions foam strongly.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung eines wasser löslichen. höhermolekularen, a-substituierten Benzylaminderivates, dadurch gekennzeich net, dass man a-LTndecyl-benzyldimethyl- amin mit Glyzerin-a-chlorhydrin in die qua- ternäre Ammoniumverbindung überführt. Die neue Verbindung, ein dickes, hell gelbes<B>01,</B> ist in Wasser leicht löslich unter Bildung stark schäumender Lösungen und kann als Desinfektionsmittel verwendet wer den. <B> PATENT CLAIM: </B> Process for the production of a water-soluble. higher molecular weight, α-substituted benzylamine derivatives, characterized in that α-Lndecylbenzyldimethylamine is converted into the quaternary ammonium compound with glycerol α-chlorohydrin. The new compound, a thick, light yellow <B> 01, </B> is easily soluble in water with the formation of strong foaming solutions and can be used as a disinfectant.
CH217130D 1938-11-25 1938-11-25 Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. CH217130A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH217130T 1938-11-25
CH214904T 1941-12-03

Publications (1)

Publication Number Publication Date
CH217130A true CH217130A (en) 1941-09-30

Family

ID=25725640

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217130D CH217130A (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) CH217130A (en)

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