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CH172956A - Process for the preparation of a new N-alkylated benzimidazole derivative. - Google Patents

Process for the preparation of a new N-alkylated benzimidazole derivative.

Info

Publication number
CH172956A
CH172956A CH172956DA CH172956A CH 172956 A CH172956 A CH 172956A CH 172956D A CH172956D A CH 172956DA CH 172956 A CH172956 A CH 172956A
Authority
CH
Switzerland
Prior art keywords
new
benzimidazole derivative
preparation
heptadecylbenzimidazole
alkylated benzimidazole
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH172956A publication Critical patent/CH172956A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)

Description

  

      Yerfahren    zur     Herstellung    eines neuen     N-alkylierten        Benzimidazolderivates.       Es     wurde    gefunden, dass man ein neues       N-a.llkyliertes        Benzimidazolderivat,    das     N-          Di-Oxypropyl-,u-heptadecylbenzimidazol,    er  hält, wenn man     ,a-Heptadecylbenzimidazol     mit einem     a-Glyzerinhalogenhydrin    behan  delt.  



  Das     N-Dioxypropyl-,u-heptadecylbenz-          imidazol    bildet in Form des Hydrochlorids  ein farbloses, fettiges Produkt, das sich in       angesäuertem    Wasser unter Bildung stark  schäumender Lösungen klar auflöst. Es  stellt ein wertvolles Hilfsmittel für die Tex  tilindustrie dar.  



  <I>Beispiel:</I>  Man erhitzt 178 Teile     ,u-Heptadecylbenz-          imidazol    auf     120    bis<B>125',</B> worauf dasselbe  unter     Rühren    allmählich mit 60 Teilen     a-Gly-          zerinchlorhydrin    versetzt wird. Die Tem  peratur des Reaktionsgemisches wird sodann  allmählich auf 150   gesteigert und so lange  gehalten, bis eine Probe der Reaktionsmasse  in angesäuertem Wasser völlig klar löslich  ist. Das in der Wärme ölige Reaktionspro-         dukt    erstarrt bei     Raumtemperatur    zu einer  salbenartigen Masse.  



  Ähnlich verfährt man mit andern     a-Gly-          zerinhalogenhydrinen,    z. B.     a-Glyzerinbrom-          hydrin        etc.    Aus den so erhaltenen Salzen  kann die freie Base durch     Behandlung    mit  Alkali abgeschieden     werden.  



      Process for the preparation of a new N-alkylated benzimidazole derivative. It has been found that a new N-alkylated benzimidazole derivative, the N-di-oxypropyl-, u-heptadecylbenzimidazole, is obtained when treating a-heptadecylbenzimidazole with an a-glycerol halohydrin.



  The N-dioxypropyl-, u-heptadecylbenzimidazole forms a colorless, greasy product in the form of the hydrochloride, which dissolves clearly in acidified water to form strongly foaming solutions. It is a valuable tool for the textile industry.



  <I> Example: </I> 178 parts of u-heptadecylbenzimidazole are heated to 120 to 125 ', whereupon 60 parts of a-glycerol chlorohydrin are gradually added while stirring. The tem perature of the reaction mixture is then gradually increased to 150 and held until a sample of the reaction mass is completely soluble in acidified water. The reaction product, which is oily when heated, solidifies at room temperature to form an ointment-like mass.



  The procedure is similar with other a-glycerine halohydrins, e.g. B. a-glycerol bromohydrin etc. The free base can be separated from the salts obtained in this way by treatment with alkali.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen, N-alkylierten Benzimidazolderivates, dadurch gekennzeichnet, dass man A-Heptadecylbenz- imidazol mit einem a-Glyzerinhalogenhydrin behandelt. Das so erhaltene N-Dioxypropyl-,u-hepta- decylbenzimidazol bildet in Form des Hy- drochlorids eine hell gefärbte, fettige Masse, die sich in angesäuertem Wasser unter Bil dung starkschäumender Lösungen klar auf löst. Es stellt ein wertvolles Hilfsmittel für die Textilindustrie dar. PATENT CLAIM: Process for the production of a new, N-alkylated benzimidazole derivative, characterized in that A-heptadecylbenzimidazole is treated with an α-glycerol halohydrin. The N-dioxypropyl-, u-heptadecylbenzimidazole obtained in this way forms a light-colored, greasy mass in the form of the hydrochloride, which dissolves clearly in acidified water to form strongly foaming solutions. It is a valuable tool for the textile industry.
CH172956D 1933-06-09 1933-06-09 Process for the preparation of a new N-alkylated benzimidazole derivative. CH172956A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH170762T 1933-06-09
CH172956T 1933-06-09

Publications (1)

Publication Number Publication Date
CH172956A true CH172956A (en) 1934-10-31

Family

ID=25718965

Family Applications (1)

Application Number Title Priority Date Filing Date
CH172956D CH172956A (en) 1933-06-09 1933-06-09 Process for the preparation of a new N-alkylated benzimidazole derivative.

Country Status (1)

Country Link
CH (1) CH172956A (en)

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