CH243781A - Process for the preparation of a new benzimidazole derivative. - Google Patents

Process for the preparation of a new benzimidazole derivative.

Info

Publication number
CH243781A
CH243781A CH243781DA CH243781A CH 243781 A CH243781 A CH 243781A CH 243781D A CH243781D A CH 243781DA CH 243781 A CH243781 A CH 243781A
Authority
CH
Switzerland
Prior art keywords
benzimidazole derivative
new
new benzimidazole
preparation
carried out
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH243781A publication Critical patent/CH243781A/en

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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
    • C07D235/20—Two benzimidazolyl-2 radicals linked together directly or via a hydrocarbon or substituted hydrocarbon radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Paper (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Benzimidazolderivates.       Es wurde gefunden, dass man zu     einem     neuen     Benzimidazolderivat    gelangt, wenn  man das     quaternäre    Additionsprodukt von       Trimethylamin    an     Methylolcbloracetamid    mit       a,ss-Di-        [benzimidazyl-(2)]-äthylen        umsetzt.     



  Die Umsetzung wird vorzugsweise in Ge  genwart einer Säure, z. B. unter Zusatz von  konzentrierter Schwefelsäure, ausgeführt.  



  Das neue     Benzimidazolderivat    bildet ein  schwach gelblich gefärbtes, in Wasser lös  liches Pulver. Die     verdünnte    wässerige Lö  sung fluoresziert im ultravioletten Licht vio  lett. Die neue Verbindung kann als optisches  Bleichmittel verwendet werden.  



  <I>Beispiel:</I>  5,2 Teile     a,ss-Di-[benzimidazyl-(2)]-äthy-          len    werden bei 0 bis 5  in 50 Teilen     Schwe-          felsäuremonohydrat    gelöst.- Zur Lösung gibt  man 11 Teile des Additionsproduktes von       Trimethylamin    an     Methylolchloracetamid.     Man rührt einige Zeit bei 0 bis 5  und lässt  hierauf die Temperatur langsam auf 20  stei-    gen. Hierauf giesst man auf Eiswasser, schei  det den Rest des neuen Kondensationspro  duktes mit     aussalzenden    Mitteln, z.

   B. mit       Natriumchlorid,    ab, filtriert, wäscht     mit    Na  triumchloridlösung und trocknet bei niedri  ger     Temperatur    im Vakuum. Man erhält ein  schwach gelblich gefärbtes Pulver, das in  Wasser löslich ist. Die verdünnte wässerige  Lösung fluoresziert im ultravioletten Licht  violett.



  Process for the preparation of a new benzimidazole derivative. It has been found that a new benzimidazole derivative is obtained if the quaternary addition product of trimethylamine to methylol chloroacetamide is reacted with a, ß-di- [benzimidazyl- (2)] -ethylene.



  The reaction is preferably carried out in the presence of an acid, e.g. B. with the addition of concentrated sulfuric acid.



  The new benzimidazole derivative forms a pale yellowish powder that is soluble in water. The diluted aqueous solution fluoresces violet in ultraviolet light and the new compound can be used as an optical bleaching agent.



  <I> Example: </I> 5.2 parts of a, ss-di- [benzimidazyl- (2)] ethene are dissolved at 0 to 5 in 50 parts of sulfuric acid monohydrate. 11 parts are added to the solution of the addition product of trimethylamine with methylolchloroacetamide. The mixture is stirred for some time at 0 to 5 and then the temperature is slowly increased to 20. It is then poured onto ice water, the remainder of the new condensation product is separated using salting agents, e.g.

   B. with sodium chloride, filtered off, washed with Na trium chloride solution and dried at niedri ger temperature in a vacuum. A pale yellowish colored powder is obtained which is soluble in water. The diluted aqueous solution fluoresces violet in ultraviolet light.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Benzimidazolderivates, dadurch gekennzeich net, dass man das quaternäre Additionspro dukt von Trimethylamin an Methylolchlor- acetamid mit a,ss-Di- [benzimidazyl-(2) ] -äthy- len umsetzt. Das neue Benzimidazolderivat bildet ein schwach gelblich gefärbtes, in Wasser lös liches Pulver. Die verdünnte wässerige Lö sung fluoresziert im ultravioletten Licht vio lett. PATENT CLAIM: Process for the production of a new benzimidazole derivative, characterized in that the quaternary addition product of trimethylamine to methylolchloroacetamide is reacted with a, ß-di- [benzimidazyl- (2)] -ethylene. The new benzimidazole derivative forms a pale yellowish powder that is soluble in water. The diluted aqueous solution fluoresces violet in ultraviolet light. Die neue Verbindung kann als optisches Bleichmittel verwendet werden. UNTNU,ANSPRÜCIIE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Umset zung in Gegenwart einer Säure vornimmt. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Umset- zung in Gegenwart von konzentrierter Sch%ve- felsäure bei 0 bis 20 ausführt. The new compound can be used as an optical bleaching agent. UNTNU, ANSPRÜCIIE 1. Process according to claim, characterized in that the conversion is carried out in the presence of an acid. 2. Process according to claim, characterized in that the reaction is carried out at 0 to 20 in the presence of concentrated sulfuric acid.
CH243781D 1943-10-28 1943-10-28 Process for the preparation of a new benzimidazole derivative. CH243781A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH235570T 1943-10-28
CH243781T 1943-10-28

Publications (1)

Publication Number Publication Date
CH243781A true CH243781A (en) 1946-07-31

Family

ID=25728022

Family Applications (1)

Application Number Title Priority Date Filing Date
CH243781D CH243781A (en) 1943-10-28 1943-10-28 Process for the preparation of a new benzimidazole derivative.

Country Status (1)

Country Link
CH (1) CH243781A (en)

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