CH243779A - Process for the preparation of a new benzimidazole derivative. - Google Patents

Process for the preparation of a new benzimidazole derivative.

Info

Publication number
CH243779A
CH243779A CH243779DA CH243779A CH 243779 A CH243779 A CH 243779A CH 243779D A CH243779D A CH 243779DA CH 243779 A CH243779 A CH 243779A
Authority
CH
Switzerland
Prior art keywords
sulfuric acid
benzimidazole derivative
water
furan
preparation
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 CH243779A publication Critical patent/CH243779A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Benzimidazolderivates.       Es wurde gefunden, dass man zu einem  neuen     Benzimidazolderivat    gelangt,     wenn     man ein     Sulfonierungsmittel    auf     2,5-Di-          (benzimidazyl-(2')l-furan.    einwirken lässt.  



  Als     Sulfonierungsmittel    kann man zum  Beispiel     Schwefelsäuremonohydrat,        Schwe-          feltriogyd    enthaltende Schwefelsäure, ferner       Chlorsulfonsäure    verwenden.  



  Die     Sulfbnierung    wird zweckmässig in der  Weise ausgeführt, dass man das     2,5-Di-          [benzimidazyl-(2')]-furan    in Schwefelsäure  monohydrat bei Raumtemperatur löst,     Schwe-          feltriogyd    enthaltende Schwefelsäure zugibt  und die Umsetzung bei etwa 50  zu Ende  führt.  



  Das     Natriumsalz    des neuen Erzeugnisses  bildet     ein.    helles, in Wasser leicht lösliches  Pulver. Seine wässerige Lösung fluoresziert  im     ultravioletten    Licht blauviolett. Es kann  als optisches Bleichmitte Anwendung finden.         Beispiel:     Man löst 5 Teile     2,5-Di-[benzimidazyl-          (2')]-furan    in 50 Teilen Schwefelsäuremono-         hydrat    und erhitzt auf 50 . Hierauf tropft  man 15 Teile rauchende Schwefelsäure, ent  haltend     2470        Schwefeltriogyd,    hinzu.

   Sobald  eine Probe in     sodaalkalischem    Wasser sich  klar auflöst, lässt man erkalten, giesst auf  Eiswasser, salzt den Rest der     Sulfonsäure     mit     Natriumchlorid    aus, filtriert und wäscht  mit     Natriumchloridlösung.    Die abgeschiedene       Sulfonsäure    verrührt man mit Wasser, neu  tralisiert mit     Natriumcarbonatlösung    und  dampft die Lösung zur Trockne ein. Man er  hält ein helles Pulver, das sich in Wasser  klar löst. Die Lösung fluoresziert blauviolett.



  Process for the preparation of a new benzimidazole derivative. It has been found that a new benzimidazole derivative is obtained if a sulfonating agent is allowed to act on 2,5-di- (benzimidazyl- (2 ') l-furan.



  Sulfonating agents that can be used are, for example, sulfuric acid monohydrate, sulfuric acid containing sulfur triogide, and also chlorosulfonic acid.



  The sulfonation is expediently carried out in such a way that the 2,5-di- [benzimidazyl- (2 ')] -furan is dissolved in sulfuric acid monohydrate at room temperature, sulfuric acid containing sulfuric acid is added and the reaction is completed at about 50% .



  The sodium salt of the new produce forms one. light-colored powder, easily soluble in water. Its aqueous solution fluoresces blue-violet in ultraviolet light. It can be used as an optical bleaching agent. Example: 5 parts of 2,5-di- [benzimidazyl- (2 ')] -furan are dissolved in 50 parts of sulfuric acid monohydrate and heated to 50%. 15 parts of fuming sulfuric acid containing 2,470 sulfur triogide are then added dropwise.

   As soon as a sample dissolves clearly in soda-alkaline water, it is allowed to cool, poured onto ice water, the remainder of the sulfonic acid is salted out with sodium chloride, filtered and washed with sodium chloride solution. The separated sulfonic acid is stirred with water, neutralized with sodium carbonate solution and the solution is evaporated to dryness. You are holding a light powder that dissolves clear in water. The solution fluoresces blue-violet.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Benzimidazolderivates, dadurch gekennzeich net, dass man ein Sulfonierungsmittel auf 2,5- Di-[benzimidazyl-(2')]-furan einwirken lässt. Das Natriumsalz des neuen Erzeugnisses bildet ein helles, in Wasser leicht lösliches Pulver. Seine wässerige Lösung fluoresziert im ultravioletten Licht blauviolett. Es kann als optisches Bleichmittel Anwendung fin den. PATENT CLAIM: Process for the production of a new benzimidazole derivative, characterized in that a sulfonating agent is allowed to act on 2,5-di- [benzimidazyl- (2 ')] - furan. The sodium salt of the new product forms a light-colored powder that is easily soluble in water. Its aqueous solution fluoresces blue-violet in ultraviolet light. It can be used as an optical bleaching agent. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, daB man 2,5-Di-(benzimid- azyl-(2')1-furan in Schwefelsäuremonohydrat löst, mit Schwefeltriogyd enthaltender Schwe felsäure versetzt und bis zur Löslichkeit in Wasser auf etwa 50 erwärmt. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that 2,5-di- (benzimid-azyl- (2 ') 1-furan is dissolved in sulfuric acid monohydrate, sulfuric acid containing sulfur triogide is added and the mixture is heated to about 50 until it is soluble in water.
CH243779D 1943-07-02 1943-07-02 Process for the preparation of a new benzimidazole derivative. CH243779A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH243779T 1943-07-02
CH235570T 1943-10-28

Publications (1)

Publication Number Publication Date
CH243779A true CH243779A (en) 1946-07-31

Family

ID=25728020

Family Applications (1)

Application Number Title Priority Date Filing Date
CH243779D CH243779A (en) 1943-07-02 1943-07-02 Process for the preparation of a new benzimidazole derivative.

Country Status (1)

Country Link
CH (1) CH243779A (en)

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