CH222489A - Process for the preparation of a diphenyl sulfone derivative. - Google Patents
Process for the preparation of a diphenyl sulfone derivative.Info
- Publication number
- CH222489A CH222489A CH222489DA CH222489A CH 222489 A CH222489 A CH 222489A CH 222489D A CH222489D A CH 222489DA CH 222489 A CH222489 A CH 222489A
- Authority
- CH
- Switzerland
- Prior art keywords
- diphenyl sulfone
- sulfone derivative
- preparation
- isovaleroylamino
- benzoylamino
- Prior art date
Links
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical class C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- LBHNEMHEEUVVHG-UHFFFAOYSA-N 7-[(4-aminobenzoyl)amino]naphthalene-1,3-disulfonic acid Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=C(C=C(C=C2S(O)(=O)=O)S(O)(=O)=O)C2=C1 LBHNEMHEEUVVHG-UHFFFAOYSA-N 0.000 claims description 2
- 239000003929 acidic solution Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- OEQGGZPTCXQNAP-UHFFFAOYSA-N 4-amino-n-naphthalen-2-ylbenzamide Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=C(C=CC=C2)C2=C1 OEQGGZPTCXQNAP-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Diphenylsulfonabkömmlings. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung-eines Diphenyl- sulfonabkömmlings, das dadurch gekenn zeichnet ist, dass 4-Isovaleroylamino-diphenyl- sulfon-4'-carbaminsäurepheuylester mit 2-(4'- Amino-benzoylamino)-naphthalin-6,8-disulf o- säure in schwach alkalischer,
neutraler oder schwach saurer Lösung umgesetzt wird. Das so erhältliche Produkt bildet ein farbloses Pulver, das in Wasser gut löslich ist. Es soll therapeutische Anwendung finden. <I>Beispiel:</I> 22,2 g Mononatriumsalz der 2-(4'-Amino- benzoylamino) -naphthalin -<B>6,8</B> - disulf osäure werden in 150 cm' Wasser unter Zusatz von 2 g Atznatron gelöst.
22,6 g 4-Isovaleroyl- amino - diphenylsulfon -4'-carbaminsäurephe- nylester und 200 cm' Diogan hinzugegeben. Die Mischung wird auf ein Anfangs-pA=7,5 eingestellt und 20 Stunden unter Rühren und Rivckfluss gekocht. Die klare Lösung wird mit Tierkohle heiss filtriert und das Filtrat im Vakuum eingedampft. Der feste Rückstand wird in heissem Methanol gelöst und nach dem Erkalten in Äther eingerührt, wobei das Kondensationsprodukt ausfällt.
Process for the preparation of a diphenyl sulfone derivative. The subject of the present patent is a process for the production of a diphenyl sulfone derivative, which is characterized in that 4-isovaleroylamino-diphenyl-sulfone-4'-carbamic acid phenyl ester with 2- (4'-amino-benzoylamino) -naphthalene-6, 8-disulfonic acid in weakly alkaline,
neutral or weakly acidic solution is implemented. The product obtainable in this way forms a colorless powder that is readily soluble in water. It should find therapeutic application. <I> Example: </I> 22.2 g of the monosodium salt of 2- (4'-amino-benzoylamino) -naphthalene - <B> 6.8 </B> - disulfonic acid are dissolved in 150 cm 'of water with the addition of 2 g of caustic soda dissolved.
22.6 g of 4-isovaleroylamino-diphenylsulfone -4'-carbamic acid phenyl ester and 200 cm 'Diogan were added. The mixture is adjusted to an initial pA = 7.5 and boiled for 20 hours with stirring and under flow. The clear solution is filtered hot with animal charcoal and the filtrate is evaporated in vacuo. The solid residue is dissolved in hot methanol and, after cooling, stirred into ether, the condensation product precipitating out.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE222489X | 1939-09-04 | ||
| CH218521T | 1940-08-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH222489A true CH222489A (en) | 1942-07-15 |
Family
ID=25726177
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH222489D CH222489A (en) | 1939-09-04 | 1940-08-05 | Process for the preparation of a diphenyl sulfone derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH222489A (en) |
-
1940
- 1940-08-05 CH CH222489D patent/CH222489A/en unknown
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