CH226833A - Process for the preparation of a new pyridinium chloride. - Google Patents

Process for the preparation of a new pyridinium chloride.

Info

Publication number
CH226833A
CH226833A CH226833DA CH226833A CH 226833 A CH226833 A CH 226833A CH 226833D A CH226833D A CH 226833DA CH 226833 A CH226833 A CH 226833A
Authority
CH
Switzerland
Prior art keywords
pyridinium chloride
new
preparation
new pyridinium
naphthol
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 CH226833A publication Critical patent/CH226833A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • C07D213/20Quaternary compounds thereof

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

Description

  

  Verfahren zur Herstellung eines neuen     Pyridiniumehlorids.       Es wurde gefunden, dass man zu einem  neuen     Pyridiniumchlorid    gelangt, wenn man  das ätherartige     Kondensationsprodukt    aus       ss-Naphthol    und     Dipenten    durch Behandeln  mit     a,a.'-Dichlordimethyläther    in ein Chlor  methylderivat überführt und anschliessend       Pyridin    auf das so erhaltene     Chlormethyl-          derivat    einwirken lässt.  



  Die Umsetzung mit dem     a,ä        -Dichlordime-          thy        läther    wird zweckmässig in der Wärme  und in Gegenwart eines Kondensationsmit  tels, wie Zinkchlorid, vorgenommen.  



  Das neue     Pyridiniumchlorid    ist ein Pul  ver, das von Wasser leicht zu einer schäu  menden Lösung aufgenommen wird und das       Sulfogruppen    enthaltende Farbstoffe aus  ihren wässerigen Lösungen ausfällt. Es     kann     als     Tegtilhilfsstoff,    z. B. zum Schiebefest  machen von Geweben, verwendet werden.

      <I>Beispiel:</I>  Man erwärmt 5 Gewichtsteile des äther  artigen Kondensationsproduktes aus ss-Naph-         thol    und     Dipenten        (Sdp.    180-190  bei einem  Druck von 0,5 mm Quecksilbersäule) mit  4,1 Gewichtsteilen     a,a'-Dichlordimethyläther     und 0,05 Gewichtsteilen pulverisiertem,  wasserfreiem Zinkchlorid unter Rühren wäh  rend einer Stunde in einem Bad von 60-65 .

    Die flüchtigen Anteile werden darauf unter  vermindertem Druck aus einem Bad von 60  bis 80      abdestilliert.    Man fügt 13     Volumteile          Pyridin    zu. dem erhaltenen Rückstand, er  wärmt während etwa 15 Minuten in einem  siedenden Wasserbad, lässt bei Raumtempera  tur einige Stunden stehen, trennt von wenig  ungelöstem Harz ab und versetzt mit     Petrol-          äther.    Das     ausgefällte,    vom anhaftenden Lö  sungsmittel befreite Reaktionsprodukt stellt  ein in Wasser leicht lösliches Pulver dar. Die  wässerige Lösung schäumt und fällt     Sulfo-          gruppen    enthaltende Farbstoffe.

   Das neue  Produkt kann zum     Schiebefestmachen    von  Geweben verwendet werden.  



  Das als Ausgangsstoff verwendete äther  artige Kondensationsprodukt aus     ss-Naphthol         und     Dipenten    kann in gleicher Weise bereitet  werden wie der in der französischen Patent  schrift Nr. 539494 beschriebene Äther aus       Carven    und     ss-Naphthol.  



  Process for the preparation of a new pyridinium chloride. It has been found that a new pyridinium chloride is obtained if the ethereal condensation product of β-naphthol and dipentene is converted into a chloromethyl derivative by treatment with α, α'-dichlorodimethyl ether and then pyridine is allowed to act on the chloromethyl derivative obtained in this way .



  The reaction with the α, α-dichlorodimethy ether is expediently carried out in the heat and in the presence of a condensation agent such as zinc chloride.



  The new pyridinium chloride is a powder that is easily absorbed by water to form a foaming solution and the dyes containing sulfo groups precipitate out of their aqueous solutions. It can be used as a Tegtilhilfsstoff, z. B. to make fabrics slip-proof.

      <I> Example: </I> 5 parts by weight of the ethereal condensation product of ss-naphthol and dipentene (boiling point 180-190 at a pressure of 0.5 mm of mercury) are heated with 4.1 parts by weight of a, a ' -Dichlorodimethyl ether and 0.05 parts by weight of powdered, anhydrous zinc chloride with stirring during one hour in a bath of 60-65.

    The volatile components are then distilled off from a bath of 60 to 80 under reduced pressure. 13 parts by volume of pyridine are added. the residue obtained, it is warmed in a boiling water bath for about 15 minutes, left to stand for a few hours at room temperature, separated from a little undissolved resin and treated with petroleum ether. The precipitated reaction product, freed from adhering solvent, is easily found in water soluble powder. The aqueous solution foams and falls dyes containing sulfo groups.

   The new product can be used for securing fabrics to slide.



  The ether-like condensation product of ss-naphthol and dipentene used as the starting material can be prepared in the same way as the ether from carving and ss-naphthol described in French patent no. 539494.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Pyridiniumchlorids, dadurch gekennzeichnet, dass man das ätherartige Kondensationspro dukt aus ss-Naphthol und Dipenten durch Be handeln mit a,a =Dichlordimethyläther in ein Chlormethylderivat überführt und anschlie- ssend Pyridin auf das so erhaltene Chlor methylderivat einwirken lässt. PATENT CLAIM: Process for the production of a new pyridinium chloride, characterized in that the ethereal condensation product of ss-naphthol and dipentene is converted into a chloromethyl derivative by treating with a, a = dichlorodimethyl ether and then pyridine is allowed to act on the chloromethyl derivative obtained in this way . Das neue Pyridiniumchlorid ist. ein Pul ver, das von Wasser leicht zu einer schäu menden Lösung aufgenommen wird und das Sulfogruppen enthaltende Farbstoffe aus ihren wässerigen Lösungen ausfällt. Es kann als Textilhilfsstoff, z. B. zum Schiebefest- machen von Geweben, verwendet werden. The new pyridinium chloride is. a powder that is easily absorbed by water to form a foaming solution and that dyes containing sulfo groups precipitate from their aqueous solutions. It can be used as a textile auxiliary, e.g. B. to make fabrics slide fast.
CH226833D 1941-02-07 1941-02-07 Process for the preparation of a new pyridinium chloride. CH226833A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH225357T 1941-02-07
CH226833T 1941-02-07

Publications (1)

Publication Number Publication Date
CH226833A true CH226833A (en) 1943-04-30

Family

ID=25726857

Family Applications (1)

Application Number Title Priority Date Filing Date
CH226833D CH226833A (en) 1941-02-07 1941-02-07 Process for the preparation of a new pyridinium chloride.

Country Status (1)

Country Link
CH (1) CH226833A (en)

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