CH205755A - Process for the preparation of a quaternary urea derivative. - Google Patents

Process for the preparation of a quaternary urea derivative.

Info

Publication number
CH205755A
CH205755A CH205755DA CH205755A CH 205755 A CH205755 A CH 205755A CH 205755D A CH205755D A CH 205755DA CH 205755 A CH205755 A CH 205755A
Authority
CH
Switzerland
Prior art keywords
preparation
urea derivative
quaternary
quaternary urea
water
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 CH205755A publication Critical patent/CH205755A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/40Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00Esters of sulfuric acids
    • C07C305/02Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C305/04Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
    • C07C305/08Dialkylsulfates; Substituted dialkylsulfates

Landscapes

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

Description

  

  Verfahren zur Darstellung eines     quaternären        Harnstoffderivates.       Es wurde gefunden, dass ein neues,     quater-          näres        Harnstoffderivat    erhalten wird, wenn  man auf     N-p-Dirnethylaminophenyl-N'-hepta-          decyl-N'-phenylharnstoff        Dimethylsulfat    ein  wirken lässt.  



  Man erhält so eine bräunliche, wachsar  tige, in Wasser klar lösliche Masse, die als  Hilfsmittel in der Textilindustrie     Verwendung     finden soll.         Beispiel:       50 Teile     N-p-Dirnethylaminophenyl-N'-          heptadecyl-N'-phenylharnstoff    werden mit 13  Teilen     Dimethylsulfat    unter Rühren auf dem  Wasserbade erhitzt, bis eine Probe in Wasser  klar löslich ist. Etwaige Verunreinigungen  können durch     Ausäthern    entfernt werden.  Man erhält eine braune, wachsartige,     inWasser     klar lösliche Masse.

      Das Ausgangsmaterial wird beispielsweise  nach folgender Vorschrift dargestellt  40 g     N-Phenyl-N        -heptadecylcarbanri    n     säure-          chlorid    werden in Gegenwart eines säurebin  denden Mittels wie     Pyridin    mit 14 g     p-Amino-          dimethylanilin    bei ungefähr 50   C umgesetzt.



  Process for the preparation of a quaternary urea derivative. It has been found that a new, quaternary urea derivative is obtained if dimethyl sulfate is allowed to act on N-p-dimethylaminophenyl-N'-heptadecyl-N'-phenylurea.



  The result is a brownish, waxy term, clearly soluble in water, which is said to be used as an aid in the textile industry. Example: 50 parts of N-p-dimethylaminophenyl-N'-heptadecyl-N'-phenylurea are heated with 13 parts of dimethyl sulfate on a water bath with stirring until a sample is clearly soluble in water. Any impurities can be removed by etherification. A brown, waxy mass which is clearly soluble in water is obtained.

      The starting material is represented, for example, according to the following rule. 40 g of N-phenyl-N -heptadecylcarbanri n acid chloride are reacted with 14 g of p-aminodimethylaniline at about 50 ° C. in the presence of an acid-binding agent such as pyridine.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines quater- nären Harnstoffderivates, dadurch gekenn zeichnet, dass man auf N-p-Dimethylamino- phenyl-N'-heptadecyl-N'-phenylharnstoff Di- methylsulfat einwirken lässt. Man erhält so eine bräunliche, wachsar tige, in Wasser klar lösliche Masse, die als Hilfsmittel in der Textilindustrie Verwendung finden soll. PATENT CLAIM: Process for the preparation of a quaternary urea derivative, characterized in that dimethyl sulfate is allowed to act on N-p-dimethylaminophenyl-N'-heptadecyl-N'-phenylurea. The result is a brownish, waxy term, clearly soluble in water, which is said to be used as an aid in the textile industry.
CH205755D 1937-04-20 1937-04-20 Process for the preparation of a quaternary urea derivative. CH205755A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH198680T 1937-04-20
CH205755T 1937-04-20

Publications (1)

Publication Number Publication Date
CH205755A true CH205755A (en) 1939-06-30

Family

ID=25723109

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205755D CH205755A (en) 1937-04-20 1937-04-20 Process for the preparation of a quaternary urea derivative.

Country Status (1)

Country Link
CH (1) CH205755A (en)

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