CH233764A - Process for the preparation of α-3,5-diiodo-4-oxy-phenyl-α-phenylacetic acid. - Google Patents
Process for the preparation of α-3,5-diiodo-4-oxy-phenyl-α-phenylacetic acid.Info
- Publication number
- CH233764A CH233764A CH233764DA CH233764A CH 233764 A CH233764 A CH 233764A CH 233764D A CH233764D A CH 233764DA CH 233764 A CH233764 A CH 233764A
- Authority
- CH
- Switzerland
- Prior art keywords
- phenyl
- oxy
- diiodo
- preparation
- phenylacetic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 229960003424 phenylacetic acid Drugs 0.000 title description 4
- 239000003279 phenylacetic acid Substances 0.000 title description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000002872 contrast media Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von a-3,5-Dijod-4-oxy-phenyl-a-phenyl-essigsäure. Gegenstand des vorliegenden Patentes ist,ein Verfahren zur Herstellung .der a-3,5-Dijod-4- oxy-phenyl-a-phenyl:-,esss igsäure, das dadurch gekennzeichnet ist, dass man a-4-Oxy-phenyl- a-phenyl-,esssngsäure mit einem jodierenid!en Mittel behandelt.
Die neue Verbindung soll insbesondere als Gallenkontrastmittel Ver wendung finden.
<I>Beispiel:</I> 22,8 .g a-4-Oxy-phenyl-a-,phenyl-essig- säure werden in 400 cm' normaler Natron lauge undi 250 cm@ Wasser ;gelöst und die Lö.su ng ,mit einer solchen. von 51 g Jod, 51 g Jo@akalium und 500 cm' Wasser bei gewöhn licher Temperatur tropfenweise versetzt. Nach völliger Zugabe wird noch einige Zeit gerührt und darauf die jodierte a-4-Oxy- phenyl-a-phenyl-essigsäure durch Zusatz von schwefliger Säure ausgefällt.
Der Nieder schlag wird abgesaugt, mit Wasser aus:ge- waschen -und aus verdünntem Alkohol um gelöst. Die erhaltene a-3,5-Dijod-4-o@xy- phenyl-a-p,henyl-@essigeäure schmilzt bei 197 . Sie ist leicht löslich in Alkohol, Aceton und Äther, schwerer löslich in .Benzol und Toluol, unlöslich in Chloroform und Li,groin.
Process for the preparation of α-3,5-diiodo-4-oxy-phenyl-α-phenylacetic acid. The subject of the present patent is a process for the production of .der a-3,5-diiodo-4-oxy-phenyl-a-phenyl: -, acetic acid, which is characterized in that a-4-oxy-phenyl- a-phenyl-, acetic acid treated with an iodinated agent.
The new compound is intended to be used in particular as a biliary contrast medium.
<I> Example: </I> 22.8 .g a-4-oxy-phenyl-a-, phenyl-acetic acid are dissolved in 400 cm 'normal sodium hydroxide solution and 250 cm @ water; and the solu ng, with such a. 51 g of iodine, 51 g of jo @ kalium and 500 cm of water are added dropwise at normal temperature. After the addition is complete, the mixture is stirred for a while and the iodinated α-4-oxyphenyl-α-phenylacetic acid is then precipitated by adding sulfurous acid.
The precipitate is sucked off, washed out with water - and redissolved from diluted alcohol. The a-3,5-diiodo-4-o @ xy-phenyl-a-p, henyl- @ acetic acid melts at 197. It is easily soluble in alcohol, acetone and ether, less soluble in benzene and toluene, insoluble in chloroform and lithium, large.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE233764X | 1939-05-20 | ||
| CH220592T | 1940-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH233764A true CH233764A (en) | 1944-08-15 |
Family
ID=25726461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH233764D CH233764A (en) | 1939-05-20 | 1940-05-18 | Process for the preparation of α-3,5-diiodo-4-oxy-phenyl-α-phenylacetic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH233764A (en) |
-
1940
- 1940-05-18 CH CH233764D patent/CH233764A/en unknown
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