CH233765A - Process for the preparation of α- (4-oxy-3,5-diiodophenyl) -a-phenyl-propionic acid. - Google Patents

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

Info

Publication number
CH233765A
CH233765A CH233765DA CH233765A CH 233765 A CH233765 A CH 233765A CH 233765D A CH233765D A CH 233765DA CH 233765 A CH233765 A CH 233765A
Authority
CH
Switzerland
Prior art keywords
phenyl
oxy
diiodophenyl
propionic acid
preparation
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 CH233765A publication Critical patent/CH233765A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung der     a-(4-Ozy-3,5-dijod-phenyl)-a-phenyl-propionsäure.            Gegenstand!    des vorliegenden Patentes     ist     ein Verfahren zur     Herstellung    der     a-(4-Oxy-          3,5-,dijod-phenyl)-a-phenyl-p.ropions@äure,    das  dadurch     gekennzeichnet        ist,    dass man     a-(4-          Oxy    -     phenyl)    - a -     phenyl    -     propionsäure    mit  einem jodierenden     Mittel    behandelt.  



  Die neue     Verbindung    soll     insbesondere     als     Gallenkontrastmittel        Verwendung    finden.         abgesaugt        und    mit Wasser ausgewaschen.

         Die    nach dem Trocknen aus Benzol zweimal       umkristallisierte        a-(4-Oxy-3,5-@dijod-phenyl)-          a-plhenyl-propionLäure,        :ist        ein    farblos       Kristallpulver.    Sie schmilzt bei     183-184 .     Sie ist leicht löslich in     Äthier,    Alkohol und  Aceton, schwerer in Benzol, unlöslich in       Wassier    und     Ligroin.       <I>Beispiel:

  </I>    24,2 g     a-(4-Oxy-phenyl)-a-phenyl-pro-          pionsäure    vom     Smp.    150  (hergestellt durch  Kondensation von     Methylmandelsäure    und  Phenol mit 73 %     iger        Schwefelsäure)    werden  in 800 cm' n/2     Natronlauge    gelöst     und    unter  c Rühren     langsam    bei gewöhnlicher Tempera  tur mit einer     Lösung    von 50,8 g Jod und  50,8     Jodkalium    .in 250     em3    Wasser versetzt.

    Aus der     annähernd    neutralen, schwach ge  färbten Lösung wird das     Jodierungsprodukt     : durch Zusatz von schwefliger Säure und  Salzsäure     ausgefällt.        Es        wird    noch     eine    Zeit  lang gerührt, das fast farblose Produkt ,dann



  Process for the preparation of α- (4-Ozy-3,5-diiodophenyl) -a-phenyl-propionic acid. Object! of the present patent is a process for the preparation of a- (4-oxy-3,5-, diiodophenyl) -a-phenyl-p.ropionic acid, which is characterized in that a- (4-oxy - phenyl) - a - phenyl - propionic acid treated with an iodine agent.



  The new compound is intended to be used in particular as a biliary contrast medium. Aspirated and washed out with water.

         After drying, a- (4-oxy-3,5- @ diiodophenyl) - a-phenyl-propionic acid,: recrystallized twice from benzene, is a colorless crystal powder. It melts at 183-184. It is easily soluble in ethers, alcohol and acetone, more difficult in benzene, insoluble in water and ligroin. <I> example:

  </I> 24.2 g of a- (4-oxy-phenyl) -a-phenyl-propionic acid with a melting point of 150 (produced by condensation of methylmandelic acid and phenol with 73% sulfuric acid) are in 800 cm 'n / 2 Sodium hydroxide solution and slowly mixed with a solution of 50.8 g of iodine and 50.8 g of iodine potassium in 250 cubic meters of water while stirring at normal temperature.

    From the nearly neutral, slightly colored solution, the iodination product is: precipitated by adding sulfurous acid and hydrochloric acid. It is stirred for a while, then the almost colorless product

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung der a-(4-Oxy- 3,5@dijod-phenyl:)-a-phenyl-!propionuäure, da durch gekennzeichnet, dass man a-(4-Oxy- phenyl) -a-phenyl - prepions, PATENT CLAIM: Process for the production of a- (4-oxy- 3,5 @ diiodophenyl:) - a-phenyl-! Propionuic acid, characterized in that a- (4-oxy- phenyl) -a-phenyl - prepions, äure mit einem jodierenden Mittel behandielt. Die neue Verbindung bildet ein farb- loses Kristallpulver vom Smp. 183-184i . Sie ist Ibiehl löslich in Äther, Alkohol und Aceton, schwerer in Benzol, unlöslich in Wasser und Ligroin. acid treated with an iodine agent. The new compound forms a colorless crystal powder with a melting point of 183-184i. It is soluble in ether, alcohol and acetone, more difficult in benzene, insoluble in water and ligroin.
CH233765D 1939-12-18 1940-05-18 Process for the preparation of α- (4-oxy-3,5-diiodophenyl) -a-phenyl-propionic acid. CH233765A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE233765X 1939-12-18
CH220592T 1940-05-18

Publications (1)

Publication Number Publication Date
CH233765A true CH233765A (en) 1944-08-15

Family

ID=25726462

Family Applications (1)

Application Number Title Priority Date Filing Date
CH233765D CH233765A (en) 1939-12-18 1940-05-18 Process for the preparation of α- (4-oxy-3,5-diiodophenyl) -a-phenyl-propionic acid.

Country Status (1)

Country Link
CH (1) CH233765A (en)

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