CH117895A - Process for the preparation of a new pyridine substitution product. - Google Patents

Process for the preparation of a new pyridine substitution product.

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Publication number
CH117895A
CH117895A CH117895DA CH117895A CH 117895 A CH117895 A CH 117895A CH 117895D A CH117895D A CH 117895DA CH 117895 A CH117895 A CH 117895A
Authority
CH
Switzerland
Prior art keywords
preparation
substitution product
oxy
new pyridine
pyridine substitution
Prior art date
Application number
Other languages
German (de)
Inventor
Deutsche Gold-Und Sil Roessler
Original Assignee
Degussa
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 Degussa filed Critical Degussa
Publication of CH117895A publication Critical patent/CH117895A/en

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  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Pyridinsubstitutionsproduktes.       Die Erfindung betrifft ein Verfahren zur  Herstellung eines neuen     Pyridinsubstitutions-          produktes,    des     2-Oxy-5-jodpyridins,    das sich  durch stark bakterizide Wirkungen und hohen  therapeutischen Wert auszeichnet. Das Ver  fahren ist dadurch gekennzeichnet, dass man  das     2-Oxy-5.aminopyridin    dianotiert und die       Diazolösung        jodiert,    z. B. mit Jodkalium in       Reaktion    bringt.

   Es kann derart jodiert  werden, dass das dianotierte     2-Oxy-5-amino-          pyridin    in glatt verlaufender     Reaktion    in  den neuen     K < irper,    der das eingeführte Jod  in der     5-Stellung    trägt, übergeführt wird.  <I>Beispiel</I>  100     gr        2-Oxy-5-aminopyridirr-chlorh3rdrat     werden in 300 cm' Wasser gelöst und so  dann mit 300     cm-'    konzentrierter Salzsäure  versetzt. Das Amin wird dann durch Zugabe  von 47     gr        Natriumnitrit    in 200     cm3    Wasser  in der üblichen Weise dianotiert.

   In die       Diazolösung    . lässt man in dünnem Strahl  eine Lösung von 350     gr        Kaliumjodid    in 350  <B>cm"</B> Wasser unter kräftigem Rühren einflie  ssen. Hierauf     wird    kurze Zeit auf dem Was-         serbade    erwärmt und du Reaktionsgemisch  dann mehrere Stunden stehen gelassen. Hier  bei scheidet sich ein dunkel gefärbtes Pro  dukt ab, welches durch Behandeln mit  konzentrierter Natronlauge in das Natrium  salz des     2-Oxy-5-jodpyridirr    übergeführt wird.  Durch     Urrkristallisieren    aus Wasser erhält  man das     Natriumsalz    in reiner Form.

   Durch  Behandeln des Salzes mit Säuren, zweck  mässig durch Einleiten von Kohlensäure in  die wässerige Lösung des Salzes wird das  freie     2-Oxy-5-jodpyridin    ausgefällt. Schmelz  punkt     191-192'.  



  Process for the preparation of a new pyridine substitution product. The invention relates to a process for the production of a new pyridine substitution product, 2-oxy-5-iodopyridine, which is characterized by strong bactericidal effects and high therapeutic value. The process is characterized in that the 2-oxy-5.aminopyridine is dianotized and the diazo solution is iodized, e.g. B. reacts with potassium iodide.

   It can be iodized in such a way that the dianotized 2-oxy-5-aminopyridine is converted into the new body, which carries the introduced iodine in the 5-position, in a smooth reaction. <I> Example </I> 100 g of 2-oxy-5-aminopyridiric chloride are dissolved in 300 cm 'of water and then 300 cm of concentrated hydrochloric acid are added. The amine is then dianotized in the usual way by adding 47 grams of sodium nitrite in 200 cm3 of water.

   In the diazo solution. a solution of 350 g of potassium iodide in 350 cm "of water is allowed to flow in a thin stream while stirring vigorously. This is followed by heating for a short time on the water bath and then allowing the reaction mixture to stand for several hours A dark colored product separates out, which is converted into the sodium salt of 2-oxy-5-iodopyridyrium by treatment with concentrated sodium hydroxide solution. The pure sodium salt is obtained by primary crystallization from water.

   The free 2-oxy-5-iodopyridine is precipitated by treating the salt with acids, expediently by introducing carbonic acid into the aqueous solution of the salt. Melting point 191-192 '.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Pyridirr5ubstitutionsproduktes, dadurch ge kennzeichnet, dass 2-Oxy-5-amirropyridin dia- zotiert und hierauf jodiert wird. Das erhal tene 2-Oxy-5-jodpyridin schmilzt bei 191 bis <B>1920</B> C, ist bakterizid und besitzt einen hohen therapeutischen Wert. PATENT CLAIM: Process for the production of a new pyridine substitution product, characterized in that 2-oxy-5-amirropyridine is diazotized and then iodinated. The 2-oxy-5-iodopyridine obtained melts at 191 to <B> 1920 </B> C, is bactericidal and has a high therapeutic value.
CH117895D 1924-06-30 1925-06-17 Process for the preparation of a new pyridine substitution product. CH117895A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE117895X 1924-06-30
CH117895T 1925-06-17

Publications (1)

Publication Number Publication Date
CH117895A true CH117895A (en) 1926-12-01

Family

ID=25708897

Family Applications (1)

Application Number Title Priority Date Filing Date
CH117895D CH117895A (en) 1924-06-30 1925-06-17 Process for the preparation of a new pyridine substitution product.

Country Status (1)

Country Link
CH (1) CH117895A (en)

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