CH230026A - Process for the preparation of y- (4-oxy-3,5-diiodophenyl) -B-phenyl-propionic acid. - Google Patents

Process for the preparation of y- (4-oxy-3,5-diiodophenyl) -B-phenyl-propionic acid.

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Publication number
CH230026A
CH230026A CH230026DA CH230026A CH 230026 A CH230026 A CH 230026A CH 230026D A CH230026D A CH 230026DA CH 230026 A CH230026 A CH 230026A
Authority
CH
Switzerland
Prior art keywords
phenyl
oxy
butyric acid
preparation
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 CH230026A publication Critical patent/CH230026A/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/04X-ray contrast preparations
    • A61K49/0433X-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

  

  



     Terfahren    zur Herstellung der   γ-(4-Oxy-3,5-dijod-phenyl)-¯-phenyl-buttersÏure.   



   Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung der   y- (4-Oxy-    3, 5-dijod-phenyl)-¯-phenyl-buttersÏure, das dadurch gekennzeichnet ist, dass man   y- (4-    Oxy-phenyl)-¯-phenyl-buttersÏure mit einem jodierenden Mittel behandelt.



   Die neue Verbindung soll insbesondere als    Gallenkontrastmittel Verwendung finden.   



   Beispiel :
25, 6 g   γ-(4-Oxy-phenyl)-¯-phenyl-butter-    sÏure vom F   = 135  (hergestellt    durch   Kon-      densation von Hydrozimtsäure    mit 4-Oxybenzaldehyd in Gegenwart von   Essigsäure-    anhydrid und Hydrierung der erhaltenen Benzylidenverbindung vom Smp. = 189¯ vermittels Natriumamalgam) werden in 800 cm3 n/2 Natronlauge gel¯st und unter Rühren langsam bei gew¯hnlicher Temperatur mit einer   Losung    von 50,   8    g Jod und 50, 8 g   Jod-    kalium in 250   cxn3    Wasser versetzt.

   Aus der annÏhernd neutralen, schwach gefÏrbten L¯  sung wird    das   Jodierungsprodukt    durch Zusatz von schwefliger SÏure und SalzsÏure aus ! gefällt. Es wird noch eine 7eitlang ger hrt, das fast farblose Produkt dann abgesaugt und mit Wasser ausgewaschen. Das Rohprodukt wird zur Reinigung aus einem Chloroform-PetrolÏthergemisch umkristallisiert, Smp. 140-141¯.  



      PATENTANSPRUC   
Verfahren zur Herstellung   der y- (4-0xy-    3, 5 - dijod - phenyl)-¯-phenyl-buttersÏure, dadurch gekennzeichnet, da¯ man   y- (4-Oxy-    phenyl)-¯-phenyl-buttersÏure mit einem jo  dierenden Mittel beha-ndelt.   



   Die neue Verlindung schmilzt bei 140 bis   141 .    

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





  



     Method for the preparation of γ- (4-oxy-3,5-diiodo-phenyl) -¯-phenyl-butyric acid.



   The present patent is a process for the preparation of y- (4-oxy-3, 5-diiodophenyl) -¯-phenyl-butters -ure, which is characterized in that y- (4-oxy-phenyl) -¯ -phenyl-butyric acid treated with an iodine agent.



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



   Example:
25.6 g of γ- (4-oxy-phenyl) -¯-phenyl-butyric acid of F = 135 (produced by condensation of hydrocinnamic acid with 4-oxybenzaldehyde in the presence of acetic anhydride and hydrogenation of the benzylidene compound obtained from Melting point = 189¯ by means of sodium amalgam) are dissolved in 800 cm3 n / 2 sodium hydroxide solution and slowly mixed with a solution of 50.8 g iodine and 50.8 g iodo- potassium in 250 cxn3 water while stirring at normal temperature .

   The iodination product is made from the almost neutral, slightly colored solution by adding sulfurous acid and hydrochloric acid! like. The mixture is stirred for a while, the almost colorless product is then suctioned off and washed out with water. For purification, the crude product is recrystallized from a chloroform-petroleum ether mixture, mp 140-141¯.



      PATENT CLAIM
Process for the preparation of y- (4-oxy- 3, 5-diiodo-phenyl) -¯-phenyl-butyric acid, characterized in that y- (4-oxy-phenyl) -¯-phenyl-butyric acid with a jo ding means huddled.



   The new compound melts at 140 to 141.

** 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 **. Terfahren zur Herstellung der γ-(4-Oxy-3,5-dijod-phenyl)-¯-phenyl-buttersÏure. Method for the preparation of γ- (4-oxy-3,5-diiodo-phenyl) -¯-phenyl-butyric acid. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung der y- (4-Oxy- 3, 5-dijod-phenyl)-¯-phenyl-buttersÏure, das dadurch gekennzeichnet ist, dass man y- (4- Oxy-phenyl)-¯-phenyl-buttersÏure mit einem jodierenden Mittel behandelt. The present patent is a process for the preparation of y- (4-oxy-3, 5-diiodophenyl) -¯-phenyl-butters -ure, which is characterized in that y- (4-oxy-phenyl) -¯ -phenyl-butyric acid treated 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, 6 g γ-(4-Oxy-phenyl)-¯-phenyl-butter- sÏure vom F = 135 (hergestellt durch Kon- densation von Hydrozimtsäure mit 4-Oxybenzaldehyd in Gegenwart von Essigsäure- anhydrid und Hydrierung der erhaltenen Benzylidenverbindung vom Smp. = 189¯ vermittels Natriumamalgam) werden in 800 cm3 n/2 Natronlauge gel¯st und unter Rühren langsam bei gew¯hnlicher Temperatur mit einer Losung von 50, 8 g Jod und 50, 8 g Jod- kalium in 250 cxn3 Wasser versetzt. Example: 25.6 g of γ- (4-oxy-phenyl) -¯-phenyl-butyric acid of F = 135 (produced by condensation of hydrocinnamic acid with 4-oxybenzaldehyde in the presence of acetic anhydride and hydrogenation of the benzylidene compound obtained from Melting point = 189¯ by means of sodium amalgam) are dissolved in 800 cm3 n / 2 sodium hydroxide solution and slowly mixed with a solution of 50.8 g iodine and 50.8 g iodo- potassium in 250 cxn3 water while stirring at normal temperature . Aus der annÏhernd neutralen, schwach gefÏrbten L¯ sung wird das Jodierungsprodukt durch Zusatz von schwefliger SÏure und SalzsÏure aus ! gefällt. Es wird noch eine 7eitlang ger hrt, das fast farblose Produkt dann abgesaugt und mit Wasser ausgewaschen. Das Rohprodukt wird zur Reinigung aus einem Chloroform-PetrolÏthergemisch umkristallisiert, Smp. 140-141¯. The iodination product is made from the almost neutral, slightly colored solution by adding sulfurous acid and hydrochloric acid! like. The mixture is stirred for a while, the almost colorless product is then suctioned off and washed out with water. For purification, the crude product is recrystallized from a chloroform-petroleum ether mixture, mp 140-141¯. PATENTANSPRUC Verfahren zur Herstellung der y- (4-0xy- 3, 5 - dijod - phenyl)-¯-phenyl-buttersÏure, dadurch gekennzeichnet, da¯ man y- (4-Oxy- phenyl)-¯-phenyl-buttersÏure mit einem jo dierenden Mittel beha-ndelt. PATENT CLAIM Process for the preparation of y- (4-0xy- 3, 5-diiodo-phenyl) -¯-phenyl-butyric acid, characterized in that y- (4-oxy-phenyl) -¯-phenyl-butyric acid with a jo ding means huddled. Die neue Verlindung schmilzt bei 140 bis 141 . The new compound melts at 140 to 141.
CH230026D 1939-12-18 1940-05-18 Process for the preparation of y- (4-oxy-3,5-diiodophenyl) -B-phenyl-propionic acid. CH230026A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE230026X 1939-12-18
CH220592T 1940-05-18

Publications (1)

Publication Number Publication Date
CH230026A true CH230026A (en) 1943-11-30

Family

ID=25726459

Family Applications (1)

Application Number Title Priority Date Filing Date
CH230026D CH230026A (en) 1939-12-18 1940-05-18 Process for the preparation of y- (4-oxy-3,5-diiodophenyl) -B-phenyl-propionic acid.

Country Status (1)

Country Link
CH (1) CH230026A (en)

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