CH230027A - Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, B-di-phenyl-propionic acid. - Google Patents

Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, B-di-phenyl-propionic acid.

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Publication number
CH230027A
CH230027A CH230027DA CH230027A CH 230027 A CH230027 A CH 230027A CH 230027D A CH230027D A CH 230027DA CH 230027 A CH230027 A CH 230027A
Authority
CH
Switzerland
Prior art keywords
phenyl
propionic acid
dioxy
tetraiodo
acid
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Schering
Original Assignee
Ag Schering
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 Ag Schering filed Critical Ag Schering
Publication of CH230027A publication Critical patent/CH230027A/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/04—X-ray contrast preparations
    • A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent

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  • Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  



  Verfahren zur Herstellung der 4,4'-Dioxy-3,5,3',5'-tetrajod-a, ¯-di-phenyl-propionsÏure.$behandelt    Gegensta, nd des vorliegenden Patentes ist    ein Verfahren zur Herstellung der 4,4'-Dioxy3, 5, 3', 5'-tetrajod-?, ¯-di-phenyl - propionsÏure, das dadurch gekennzeichnet ist. dass man 4, 4' Dioxy-?, ¯-di-phenyl-propionsÏure mit einem jodierenden Mittel behandelt.



   Die neue Verbindung soll insbesondere als   Gallenkontrastmittel Verwendung    finden.



   Beispiel :
25, 8   g    4, 4'-Dioxy-?, ¯-di-phenyl-propionsaure vom   Smp.      198       (hergestellt durch Kon-      sensation    von 4-Oxy-phenyl-essigsÏure und    4-Oxy-benzaldehyd vermittels Essigsäurean-    hydrid und Hydrierung der erhaltenen Benzylidenverbindung vom F = 200  mittels Na  triumamaligam)    werden in 700 cm3 n/l Na  tronlauge gelost. Die Losung wird    unter Rühren bei gew¯hnlicher Temperatur langsam. mit einer L¯sung von 101, 6 g Jo, und 101, 6 g   Jodkalium in    500 cm3 Wasser versetzt.

   Aus der jetzt annähernd neutralen   Losung    wird das   jodierte    Produkt durch Zusatz von   schwef-      liger Säure und Salzsäure    quantitativ ausgefÏllt. Das abgetrennte und gut mit Wass, er ausgewaschene Produkt wird. aus Benzol mit kleinem Zusatz von Alkohol umkristallisiert.



  Die4,   4'-Dioxy-3,    5, 3', 5'-tetrajod-?, ¯-di-phenyl  propio, nsaure    bildet mikroskopische Kristalle,   , die bei 206  unter Zersetzung s, chmelzen.    Die Säure l¯st sich leicht in Alkohol und   Aeeton,    schwerer in Benzol, sie ist unlöslich in Ligroin und Chloroform.  



      PATENTANSPRUCH : :   
Verfahren. zur Herstellung der 4, 4'-Dioxy3, 5, 3', 5' -tetrajod-?, ¯-di-phenyl-propionsÏure, dadurch. gekennzeichnet, dass man 4,   4'-Dioxy-    ?, ¯-di-phenyl-propionsÏure mit einem jodierenden Mittel behandelt.



   Die neue Verbindung bildet mikroskopische Kristalle vom Smp. 206¯ unter Zersetzung., Sie löst sich leicht in Alkohol und Aceton, schwerer in Benzol und ist unlöslich in Ligroin und Chloroform. 

**WARNUNG** Ende DESC Feld konnte Anfang CLMS uberlappen**.





  



  Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, ¯-di-phenyl-propionic acid. The subject matter of the present patent is a process for the preparation of 4,4 '-Dioxy3, 5, 3', 5'-tetraiodo- ?, ¯-di-phenyl-propionic acid, which is characterized. that one treats 4, 4 'Dioxy- ?, ¯-di-phenyl-propionic acid with an iodine agent.



   The new compound is intended to be used in particular as a biliary contrast medium.



   Example:
25.8 g of 4,4'-dioxy- ?, ¯-di-phenyl-propionic acid with a melting point of 198 (produced by the condensation of 4-oxy-phenyl-acetic acid and 4-oxy-benzaldehyde by means of acetic anhydride and hydrogenation the benzylidene compound obtained with an F = 200 using sodium amaligam) are dissolved in 700 cm3 n / l sodium hydroxide solution. The solution becomes slow with stirring at ordinary temperature. with a solution of 101.6 g Jo and 101.6 g iodine potassium in 500 cm3 water.

   The iodized product is quantitatively precipitated from the now almost neutral solution by adding sulphurous acid and hydrochloric acid. The product is separated and well washed out with water. recrystallized from benzene with a small addition of alcohol.



  The 4,4'-dioxy-3, 5, 3 ', 5'-tetraiodo- ?, ¯-di-phenyl propionic acid forms microscopic crystals, which melt at 206 with decomposition. The acid is easily soluble in alcohol and acetone, more difficult in benzene, and is insoluble in ligroin and chloroform.



      PATENT CLAIM::
Procedure. for the production of 4, 4'-Dioxy3, 5, 3 ', 5' -tetraiodo- ?, ¯-di-phenyl-propionic acid, thereby. characterized in that 4, 4'-Dioxy-?, ¯-di-phenyl-propionsÏure treated with an iodizing agent.



   The new compound forms microscopic crystals with a melting point of 206¯ with decomposition., It dissolves easily in alcohol and acetone, more difficult in benzene and is insoluble in ligroin and chloroform.

** WARNING ** End of DESC field could overlap beginning of CLMS **.

Claims (1)

**WARNUNG** Anfang CLMS Feld konnte Ende DESC uberlappen **. ** WARNING ** Beginning of CLMS field could overlap end of DESC **. Verfahren zur Herstellung der 4,4'-Dioxy-3,5,3',5'-tetrajod-a, ¯-di-phenyl-propionsÏure.$behandelt Gegensta, nd des vorliegenden Patentes ist ein Verfahren zur Herstellung der 4,4'-Dioxy3, 5, 3', 5'-tetrajod-?, ¯-di-phenyl - propionsÏure, das dadurch gekennzeichnet ist. dass man 4, 4' Dioxy-?, ¯-di-phenyl-propionsÏure mit einem jodierenden Mittel behandelt. Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, ¯-di-phenyl-propionic acid. The subject matter of the present patent is a process for the preparation of 4,4 '-Dioxy3, 5, 3', 5'-tetraiodo- ?, ¯-di-phenyl-propionic acid, which is characterized. that one treats 4, 4 'Dioxy- ?, ¯-di-phenyl-propionic acid with an iodine agent. Die neue Verbindung soll insbesondere als Gallenkontrastmittel Verwendung finden. The new compound is intended to be used in particular as a biliary contrast medium. Beispiel : 25, 8 g 4, 4'-Dioxy-?, ¯-di-phenyl-propionsaure vom Smp. 198 (hergestellt durch Kon- sensation von 4-Oxy-phenyl-essigsÏure und 4-Oxy-benzaldehyd vermittels Essigsäurean- hydrid und Hydrierung der erhaltenen Benzylidenverbindung vom F = 200 mittels Na triumamaligam) werden in 700 cm3 n/l Na tronlauge gelost. Die Losung wird unter Rühren bei gew¯hnlicher Temperatur langsam. mit einer L¯sung von 101, 6 g Jo, und 101, 6 g Jodkalium in 500 cm3 Wasser versetzt. Example: 25.8 g of 4,4'-dioxy- ?, ¯-di-phenyl-propionic acid with a melting point of 198 (produced by the condensation of 4-oxy-phenyl-acetic acid and 4-oxy-benzaldehyde by means of acetic anhydride and hydrogenation the benzylidene compound obtained with an F = 200 using sodium amaligam) are dissolved in 700 cm3 n / l sodium hydroxide solution. The solution becomes slow with stirring at ordinary temperature. with a solution of 101.6 g Jo and 101.6 g iodine potassium in 500 cm3 water. Aus der jetzt annähernd neutralen Losung wird das jodierte Produkt durch Zusatz von schwef- liger Säure und Salzsäure quantitativ ausgefÏllt. Das abgetrennte und gut mit Wass, er ausgewaschene Produkt wird. aus Benzol mit kleinem Zusatz von Alkohol umkristallisiert. The iodized product is quantitatively precipitated from the now almost neutral solution by adding sulphurous acid and hydrochloric acid. The product is separated and well washed out with water. recrystallized from benzene with a small addition of alcohol. Die4, 4'-Dioxy-3, 5, 3', 5'-tetrajod-?, ¯-di-phenyl propio, nsaure bildet mikroskopische Kristalle, , die bei 206 unter Zersetzung s, chmelzen. Die Säure l¯st sich leicht in Alkohol und Aeeton, schwerer in Benzol, sie ist unlöslich in Ligroin und Chloroform. The 4,4'-dioxy-3, 5, 3 ', 5'-tetraiodo- ?, ¯-di-phenyl propionic acid forms microscopic crystals, which melt at 206 with decomposition. The acid is easily soluble in alcohol and acetone, more difficult in benzene, and is insoluble in ligroin and chloroform. PATENTANSPRUCH : : Verfahren. zur Herstellung der 4, 4'-Dioxy3, 5, 3', 5' -tetrajod-?, ¯-di-phenyl-propionsÏure, dadurch. gekennzeichnet, dass man 4, 4'-Dioxy- ?, ¯-di-phenyl-propionsÏure mit einem jodierenden Mittel behandelt. PATENT CLAIM:: Procedure. for the production of 4, 4'-Dioxy3, 5, 3 ', 5' -tetraiodo- ?, ¯-di-phenyl-propionic acid, thereby. characterized in that 4, 4'-Dioxy-?, ¯-di-phenyl-propionsÏure treated with an iodizing agent. Die neue Verbindung bildet mikroskopische Kristalle vom Smp. 206¯ unter Zersetzung., Sie löst sich leicht in Alkohol und Aceton, schwerer in Benzol und ist unlöslich in Ligroin und Chloroform. The new compound forms microscopic crystals with a melting point of 206¯ with decomposition., It dissolves easily in alcohol and acetone, more difficult in benzene and is insoluble in ligroin and chloroform.
CH230027D 1939-12-18 1940-05-18 Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, B-di-phenyl-propionic acid. CH230027A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE230027X 1939-12-18
CH220592T 1940-05-18

Publications (1)

Publication Number Publication Date
CH230027A true CH230027A (en) 1943-11-30

Family

ID=25726460

Family Applications (1)

Application Number Title Priority Date Filing Date
CH230027D CH230027A (en) 1939-12-18 1940-05-18 Process for the preparation of 4,4'-dioxy-3,5,3 ', 5'-tetraiodo-a, B-di-phenyl-propionic acid.

Country Status (1)

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CH (1) CH230027A (en)

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