CH213147A - Process for the preparation of the quinine salt of 4-aminobenzenesulfonamide phosphamic acid. - Google Patents
Process for the preparation of the quinine salt of 4-aminobenzenesulfonamide phosphamic acid.Info
- Publication number
- CH213147A CH213147A CH213147DA CH213147A CH 213147 A CH213147 A CH 213147A CH 213147D A CH213147D A CH 213147DA CH 213147 A CH213147 A CH 213147A
- Authority
- CH
- Switzerland
- Prior art keywords
- aminobenzenesulfonamide
- acid
- preparation
- quinine
- phosphamic
- Prior art date
Links
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung des Chininsalzes der 4-Aminobenzolsulfonamid- phosphamidsäur e. Wie im Patent Nr. 211297 angegeben ist, werden durch Erhitzen von 4-Aminobenzol- sulfonamiden mit Phosphoroxychlorid Phos- phorsäuredichloride :dieser 4-Aminobenzol- sulfonamide erhalten, :die sich :
durch Um setzung mit Laugen oder Aminen in .stark bakterizid wirkende Phosphorsäuren bezw. Phosphamidsäuren umwandeln lassen.
Es wurde nun gefunden, dass man aus :diesen Phosphorsäureabkömmlingen :der 4-Aminobenzolsulfonamide besonders wert volle bakterizide Verbindungen erhält, wenn man sie mit Alkaloiden oder andern thera- peutis:oh verwendbaren Basen, wie z.
B. Chino- lin- oder Acridinbasen zur Reaktion bringt. Die Darstellung :der neuen Verbindungen er folgt durch Neutralisation :der Base mit einer 4 - Aminobenzolsulfonamid - phosphamideäure oder durch Umsetzung eines leicht löslichen Salzes einer :geeigneten Base mit einem Salz einer 4-Aminobenzolsulfona,mid-phosphamid- säure.
Gegenstand :des vorliegenden Patentes ist ein Verfahren zur Darstellung des- Chinin salzes :der 4-Aminobenzolsulfoniamidpho:s- phamidsäure, welühes dadurch gekennzeich net ist, @dass 4-Aminobenzolsulfonamid-phos- phamidsäure auf Chinin einwirken gelassen wird. Ani Stelle von Chinin und :der freien 4 - Aminobenzolsulfonamid - phosphamidsäure können auch :
deren leicht wasserlös@liche .Salze zur Umsetzung verwendet werden.
Das bisher unbekannte Chininsalz der 4 - Aminobenzolsulfonamid - phosphamidsäure besitzt,die <B>Formel</B> C2og2402N2 # C0111004N8SP und ist .schwer löslich in kaltem Wasser. Es soll :als Arzneimittel dienten.
<I>Beispiel 1:</I> 119 'feile Chinin-monohydroohlorid wer- :den in. 12-00 Teilen Wasser .gelöst.
Zu dieser auf 50 erwärmten Lösung gibt man eine Lösung von 92,7 Teilen des kristallisierten Natriumsalzes der 4-Aminobenzolsulfonamid- phosphamidsäure in 800 Teilen Wasser. Nach kurzer Zeit kristallisiert das Chininsalz der 4 - Aminobenzolsulfonamid - phwphami@dsäure aus. Es wird abgesaugt, mit Wasser ge waschen und getrocknet.
<I>Beispiel 2:</I> 64,8 Teile Chinin purum anhydrioum werden in<B>1500</B> Teilen Wasser von 40 bis 50 suspendiert und unter Rühren mit feuchter, frisch gefällter 4-Aminoberizolsul- fonamid-phosphamid6äure (Gehalt 50,2 Teile C"H1oO,N@@SP) neutralisiert. Man erhält die in Beispiel I beseliriebene Verbindung.
Process for the preparation of the quinine salt of 4-aminobenzene sulfonamide phosphamic acid e. As stated in patent no. 211297, by heating 4-aminobenzenesulfonamides with phosphorus oxychloride, phosphoric acid dichlorides are obtained: these 4-aminobenzenesulfonamides: which are:
by conversion with alkalis or amines in. Strongly bactericidal phosphoric acids respectively. Let convert phosphamic acids.
It has now been found that from: these phosphoric acid derivatives: the 4-aminobenzene sulfonamides, particularly valuable bactericidal compounds are obtained if they are combined with alkaloids or other therapeutic bases, such as
B. quinoline or acridine bases to react. The presentation: the new compounds are carried out by neutralizing: the base with a 4-aminobenzenesulfonamide-phosphamic acid or by reacting a readily soluble salt of a: suitable base with a salt of a 4-aminobenzenesulfonamide, mid-phosphamidic acid.
Subject: The present patent is a process for the preparation of the quinine salt: the 4-aminobenzenesulfoniamide pho: s-phamic acid, which is characterized by the fact that 4-aminobenzenesulfonamide-phosphamic acid is allowed to act on quinine. Instead of quinine and: the free 4 - aminobenzene sulfonamide - phosphamic acid can also:
whose easily water-soluble salts are used for implementation.
The previously unknown quinine salt of 4 - aminobenzenesulfonamide - phosphamic acid has the <B> formula </B> C2og2402N2 # C0111004N8SP and is poorly soluble in cold water. It should: Served as a medicine.
<I> Example 1: </I> 119 'files quinine monohydrochloride are: dissolved in 12-00 parts of water.
A solution of 92.7 parts of the crystallized sodium salt of 4-aminobenzenesulfonamido-phosphamic acid in 800 parts of water is added to this solution, which has been heated to 50%. After a short time the quinine salt of 4-aminobenzenesulfonamide-phwphamic acid crystallizes out. It is suctioned off, washed ge with water and dried.
<I> Example 2: </I> 64.8 parts of quinine purum anhydrioum are suspended in <B> 1500 </B> parts of 40 to 50 parts of water and mixed with moist, freshly precipitated 4-aminoberizolsulfonamide-phosphamid6 acid ( Content 50.2 parts of C "H10O, N @@ SP) neutralized. The compound described in Example I is obtained.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH213147X | 1938-07-29 | ||
CH213147T | 1939-06-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH213147A true CH213147A (en) | 1941-01-15 |
Family
ID=25725373
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH213147D CH213147A (en) | 1938-07-29 | 1939-06-27 | Process for the preparation of the quinine salt of 4-aminobenzenesulfonamide phosphamic acid. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH213147A (en) |
-
1939
- 1939-06-27 CH CH213147D patent/CH213147A/en unknown
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