CH198137A - Process for the preparation of p-sulfamidophenylcarbamic acid choline chloride. - Google Patents
Process for the preparation of p-sulfamidophenylcarbamic acid choline chloride.Info
- Publication number
- CH198137A CH198137A CH198137DA CH198137A CH 198137 A CH198137 A CH 198137A CH 198137D A CH198137D A CH 198137DA CH 198137 A CH198137 A CH 198137A
- Authority
- CH
- Switzerland
- Prior art keywords
- choline chloride
- sulfamidophenylcarbamic
- preparation
- acid choline
- acid
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
Description
Verfahren zur Herstellung von p-Sulfamidophenylkarbaminsäurecholinchlorid. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von p-Sulf- amidophenylkarbaminsäurecholinchlorid, :das dadurch gekennzeichnet ist, dass man auf Sulfanilamid den Chlor ameisensäureester .des Cholinchlorids einwirken lässt.
Die so erhaltene, bis jetzt noch nicht be kannte Verbindung kristallisiert in farblosen, schön glänzenden Kristallnadeln mit einem Schmelzpunkt zwischen 2,50 bis 2,51'C und ist in Wasser und verdünntem Weingeist leicht löslich.
<I>Beispiel:</I> Zu einer Lösung von 70 Teilen Sulfanil- amid in zirka 400 Teilen Azeton trägt man bei .gewöhnlicher Temperatur, unter gutem Rühren, 41 Teile Chlorameisensäureester,des Cholinchlorlds
EMI0001.0029
ein und lässt dann die anfänglich zähe Masse unter zeitweiligem Umrühren stehen, bis sie zu einem sandigen Pulver zerfällt.
Nach Filtrieren wird in Wasser gelöst, mit der berechneten Menge Ammoniak :genau neu tralisiert und im Vakuum zur Trockne ein gedampft. Aus dem Trockenrückstand wird überschüssiges Sulfanilamid durch Behan deln mit Azeton entfernt und der Rückstand aus siedendem 8prozentigem Alkohol um kristallisiert. Man erhält das reine p=Sulf- amidophenylkarbaminsäureGholinchlorid in farblosen, .grossen glänzenden Nadeln vom Schmelzpunkt 250 bis -2:5,1'C.
Die Analyse ergibt für Chlor: berechnet C"H2@04N,C18: 10,50 gefunden: 10,45 Schwefel: berechnet C12H"0,N@C.IS: 9,48 gefunden: 9,50 %.
Die Verbindung soll zur Herstellung von Arzneimitteln oder als solches verwendet werden.
Process for the preparation of p-sulfamidophenylcarbamic acid choline chloride. The subject of the present patent is a process for the preparation of p-sulfamidophenylkarbamic acid choline chloride, which is characterized in that the chloroformic acid ester of the choline chloride is allowed to act on sulfanilamide.
The compound obtained in this way, not yet known, crystallizes in colorless, beautifully shiny crystal needles with a melting point between 2.50 to 2.51'C and is easily soluble in water and dilute alcohol.
<I> Example: </I> To a solution of 70 parts of sulfanilamide in about 400 parts of acetone, 41 parts of chloroformic acid ester of choline chloride are added at an ordinary temperature with thorough stirring
EMI0001.0029
and then lets the initially viscous mass stand while stirring occasionally until it disintegrates into a sandy powder.
After filtration, it is dissolved in water, with the calculated amount of ammonia: exactly neutralized and evaporated to dryness in a vacuum. Excess sulfanilamide is removed from the dry residue by treating with acetone and the residue is recrystallized from boiling 8 percent alcohol. The pure p = sulfamidophenylcarbamic acid gholin chloride is obtained in colorless, large, shiny needles with a melting point of 250 to -2: 5.1'C.
The analysis gives for chlorine: calculated C "H2 @ 04N, C18: 10.50 found: 10.45 sulfur: calculated C12H" 0, N @ C.IS: 9.48 found: 9.50%.
The compound is intended to be used for the manufacture of medicaments or as such.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH198137T | 1937-06-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH198137A true CH198137A (en) | 1938-06-15 |
Family
ID=4441193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH198137D CH198137A (en) | 1937-06-28 | 1937-06-28 | Process for the preparation of p-sulfamidophenylcarbamic acid choline chloride. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH198137A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2603641A (en) * | 1949-09-03 | 1952-07-15 | Merck & Co Inc | Sulfonamide choline compounds and process |
| US11485744B2 (en) * | 2009-06-10 | 2022-11-01 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions of antimicrobials and antimicrobial-related compounds |
-
1937
- 1937-06-28 CH CH198137D patent/CH198137A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2603641A (en) * | 1949-09-03 | 1952-07-15 | Merck & Co Inc | Sulfonamide choline compounds and process |
| US11485744B2 (en) * | 2009-06-10 | 2022-11-01 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions of antimicrobials and antimicrobial-related compounds |
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