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.Info
- 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
Links
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
Landscapes
- 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)
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)
Country | Link |
---|---|
CH (1) | CH230027A (en) |
-
1940
- 1940-05-18 CH CH230027D patent/CH230027A/en unknown
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