CH207301A - Process for the preparation of a quaternary aminobenzylacylamine. - Google Patents

Process for the preparation of a quaternary aminobenzylacylamine.

Info

Publication number
CH207301A
CH207301A CH207301DA CH207301A CH 207301 A CH207301 A CH 207301A CH 207301D A CH207301D A CH 207301DA CH 207301 A CH207301 A CH 207301A
Authority
CH
Switzerland
Prior art keywords
quaternary
aminobenzylacylamine
preparation
water
parts
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 CH207301A publication Critical patent/CH207301A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00—Esters of sulfuric acids
    • C07C305/02—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C305/04—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
    • C07C305/06—Hydrogenosulfates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     quaternälren        Aminobenzylacylamins.       Gegenstand des vorliegenden Patentes  ist ein Verfahren zur Herstellung eines     qua_          ternären        Aminobenzylacylamins    der Formel  
EMI0001.0006  
    dadurch gekennzeichnet, dass man     Heptade-          cylharnstoff,    erhältlich aus     Heptadecylamin     und     Kaliumcyanat,

      mit     p-Dimethylaminoben-          zylsulfanilsäure    umsetzt und den erhaltenen       N-p-Dimethylaminobenzyl-N'-heptadecylharn-          stoff    durch Einwirkung von     Diäthylsulfat     in die entsprechende     quaternäre    Verbindung  umwandelt.  



  Die neue Verbindung, eine braune, wachs  artige, in Wasser leicht lösliche Masse, eignet  sich als Netz-,     Dispergier-    und     Emulgiermittel,     insbesondere aber als     Weichmachungsmittel     für Baumwolle oder umgefällte Zellulose.    <I>Beispiel:</I>  112 Teile     Heptadecylharnstoff,    dargestellt  aus     Heptadecylamin    und     Kaliumcyanat,    und  120 Teile     p-Dimethylaminobenzylsulfanilsäure       werden zusammen mit 280 Teilen konzen  triertem Ammoniak und 120 Teilen Wasser       während    6 Stunden bei<B>150'</B> im     Autoklaven     erhitzt.

   Nach dem Erkalten wird die Re  aktionsmasse abgesaugt und mit Wasser  nachgewaschen. Gegebenenfalls wird zur  Reinigung in heissem     Amylalkohol    aufgenom  men, das Wasser abgetrennt und die     amyl-          alkoholische    Lösung filtriert. Nach dem Ab  destillieren des Lösungsmittels erhält man den  neuen Körper als braune, wachsartige Masse.  



  Die     quaternäre        Ammoniumverbindung    er  hält man durch Erhitzen von 20 Teilen des       Amides    mit 12     Vol.-Teileci        Diäthylsulfat,    bis  das Produkt in heissem Wasser klar löslich  ist, als braune, wachsartige, in Wasser leicht  lösliche Masse.



  Process for the preparation of a quaternary aminobenzylacylamine. The present patent relates to a process for the preparation of a qua_ ternary aminobenzylacylamine of the formula
EMI0001.0006
    characterized in that heptadecylurea, obtainable from heptadecylamine and potassium cyanate,

      with p-dimethylaminobenzylsulfanilic acid and converts the resulting N-p-dimethylaminobenzyl-N'-heptadecylurea into the corresponding quaternary compound by the action of diethyl sulfate.



  The new compound, a brown, waxy mass that is easily soluble in water, is suitable as a wetting, dispersing and emulsifying agent, but especially as a softening agent for cotton or reprecipitated cellulose. <I> Example: </I> 112 parts of heptadecylurea, prepared from heptadecylamine and potassium cyanate, and 120 parts of p-dimethylaminobenzylsulfanilic acid are combined with 280 parts of concentrated ammonia and 120 parts of water for 6 hours at <B> 150 '</B> heated in the autoclave.

   After cooling, the reaction mass is suctioned off and washed with water. If necessary, the cleaning is carried out in hot amyl alcohol, the water is separated off and the amyl alcoholic solution is filtered. After the solvent has been distilled off, the new body is obtained as a brown, waxy mass.



  The quaternary ammonium compound is kept by heating 20 parts of the amide with 12 parts by volume of diethyl sulfate until the product is clearly soluble in hot water, as a brown, waxy mass that is easily soluble in water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines quater- nären Aminobenzylacylamins der Formel EMI0001.0038 dadurch gekennzeichnet, dass man Ideptade- cylharnstoff, mit p-Diinethylaminoberizy1su1- fanilsäure umsetzt und den erhaltenen N-p- Dimethylamiirobenzyl -N'-heptadecyllrarnstoff durch Einwirkung von Diätbylsulfat in die entsprechende quaternäre Verbindung um wandelt. PATENT CLAIM: Process for the preparation of a quaternary aminobenzylacylamine of the formula EMI0001.0038 characterized in that ideptadecylurea is reacted with p-diinethylaminoberizy1su1- fanilic acid and the resulting N-p-dimethylamiirobenzyl -N'-heptadecylurea is converted into the corresponding quaternary compound by the action of dietbyl sulfate. Die neue Verbindung, eine brautre wachs artige, in Wasser leicht lösliche Masse, eignet sich als Netz-, Dispergier- und Emul- giermittel, insbesondere aber als Weichma- chungsmittel für Baumwolle oder umgefällte Zellulose. The new compound, a brewing, wax-like mass that is easily soluble in water, is suitable as a wetting, dispersing and emulsifying agent, but especially as a plasticizing agent for cotton or reprecipitated cellulose.
CH207301D 1938-06-10 1938-06-10 Process for the preparation of a quaternary aminobenzylacylamine. CH207301A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH207301T 1938-06-10
CH199452T 1939-03-16

Publications (1)

Publication Number Publication Date
CH207301A true CH207301A (en) 1939-10-15

Family

ID=25723271

Family Applications (1)

Application Number Title Priority Date Filing Date
CH207301D CH207301A (en) 1938-06-10 1938-06-10 Process for the preparation of a quaternary aminobenzylacylamine.

Country Status (1)

Country Link
CH (1) CH207301A (en)

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