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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic 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
- C07D213/02—Heterocyclic 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
- C07D213/04—Heterocyclic 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
- C07D213/06—Heterocyclic 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
- C07D213/16—Heterocyclic 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
- C07D213/20—Quaternary compounds thereof
Landscapes
- 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)
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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1941
- 1941-02-07 CH CH226833D patent/CH226833A/en unknown
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