CH159852A - Process for the preparation of a 4-oxypyridine derivative. - Google Patents

Process for the preparation of a 4-oxypyridine derivative.

Info

Publication number
CH159852A
CH159852A CH159852DA CH159852A CH 159852 A CH159852 A CH 159852A CH 159852D A CH159852D A CH 159852DA CH 159852 A CH159852 A CH 159852A
Authority
CH
Switzerland
Prior art keywords
preparation
oxypyridine
derivative
phenol
oxypyridine derivative
Prior art date
Application number
Other languages
German (de)
Inventor
Ernst Dr Koenigs
Greiner Heinz
Original Assignee
Ernst Dr Koenigs
Greiner Heinz
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 Ernst Dr Koenigs, Greiner Heinz filed Critical Ernst Dr Koenigs
Publication of CH159852A publication Critical patent/CH159852A/en

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
    • C07D213/60—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 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/68—One oxygen atom attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines     4- gypyridinderivates.       Gegenstand vorliegender Erfindung ist ein  Verfahren zur Darstellung eines     4-Oxypyridin-          derivates,    dadurch gekennzeichnet, dass man       4-Pyridyl-pyridiniumdicblorid    der Einwirkung  einer Verbindung der Formel
EMI0001.0005  
    wobei R einen mit Chlor in Reaktion treten  den     Substituenten,    wie     Wasserstoff    oder Metall  bedeutet, unterwirft.  



  <I>Beispiel</I>  10     gr        4-Pyridyl-pyridiniumdichlorid    wer  den mit 6     gr    scharf getrocknetem     Natrium-          phenolat    und 25     gr    Phenol 1 Stunde auf       siedendein    Wasserbad erhitzt. Die entstandene  dunkelbraune Flüssigkeit wird 5 Stunden am       Rückflusskühler    über freier Flamme gekocht.

    Dann wird der Kolbeninhalt mit Wasser  aufgenommen, mit etwas verdünnter Schwefel  saure versetzt und das überschüssige Phenol  mit Wasserdampf     abdestilliert.    Nunmehr wird  alkalisch gemacht und wiederum mit Wasser  dampf destilliert, wobei ein Öl übergeht, das    beim längeren Stehen erstarrt. Es ist der in  der Literatur bereits beschriebene     Phenyl-          äther    des     4-Oxypyridins.    Er soll als Zwischen  produkt für die Herstellung von Farbstoffen  und pharmazeutischen Produkten Verwendung  finden.  



  <I>Beispiel 2:</I>  Die gleiche Verbindung erhält man auch,  wenn man 116     gr        4-Pyridyl-pyridiniumdi-          chlorid    in 200     gr    Phenol 24 Stunden lang  kocht und die Reaktionsmischung wie oben  aufarbeitet.



  Process for the preparation of a 4-gypyridine derivative. The present invention relates to a process for the preparation of a 4-oxypyridine derivative, characterized in that 4-pyridyl-pyridinium dicloride is subjected to the action of a compound of the formula
EMI0001.0005
    where R subjects a substituent such as hydrogen or metal to react with chlorine.



  <I> Example </I> 10 g of 4-pyridyl-pyridinium dichloride are heated to boiling in a water bath for 1 hour with 6 g of sharply dried sodium phenolate and 25 g of phenol. The resulting dark brown liquid is boiled over a free flame in a reflux condenser for 5 hours.

    The contents of the flask are then taken up in water, a little dilute acidic sulfur is added and the excess phenol is distilled off with steam. Now it is made alkaline and again steam distilled with water, an oil passing over, which solidifies when standing for a long time. It is the phenyl ether of 4-oxypyridine already described in the literature. It should be used as an intermediate product in the manufacture of dyes and pharmaceutical products.



  <I> Example 2: </I> The same compound is also obtained if 116 g of 4-pyridylpyridinium dichloride are boiled in 200 g of phenol for 24 hours and the reaction mixture is worked up as above.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Derivates des 4-Oxypyridins, dadurch gekennzeichnet, dass man 4-Pyridyl-pyridiniumdiehlorid der Einwirkun & , einer Verbindung der Formel Reaktion tretenden Substituenten bedeutet, EMI0001.0029 wobei R einen mit Chlor in unterwirft. <B>UNTERANSPRÜCHE:</B> I. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man Phenol verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man eine Metallver bindung des Phenols verwendet. PATENT CLAIM: Process for the preparation of a derivative of 4-oxypyridine, characterized in that 4-pyridyl-pyridinium dichloride of the action, a compound of the formula reaction is meant, EMI0001.0029 where R subjects one with chlorine in. SUBClaims: I. Method according to patent claim, characterized in that phenol is used. 2. The method according to claim, characterized in that one uses a Metallver bond of the phenol.
CH159852D 1931-04-25 1931-04-25 Process for the preparation of a 4-oxypyridine derivative. CH159852A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH155447T 1931-04-25
CH159852T 1931-04-25

Publications (1)

Publication Number Publication Date
CH159852A true CH159852A (en) 1933-01-31

Family

ID=25716574

Family Applications (1)

Application Number Title Priority Date Filing Date
CH159852D CH159852A (en) 1931-04-25 1931-04-25 Process for the preparation of a 4-oxypyridine derivative.

Country Status (1)

Country Link
CH (1) CH159852A (en)

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