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.

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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
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH213147A publication Critical patent/CH213147A/en

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  • 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)

PATENTANSPRUCH: Verfahren zur Darstellung des Chinin salzes der 4-Aminobenzolsulfonamid-phos- phamidsäure, dadurch gekennzeichnet, dass 4 - Aminobenzolsulfonomid - phosphamidsäure auf Chinin einwirken gelassen wird. PATENT CLAIM: Process for the preparation of the quinine salt of 4-aminobenzenesulfonamide-phosphamic acid, characterized in that 4 - aminobenzenesulfonomide-phosphamic acid is allowed to act on quinine. Das bisher unbekannte Chininsalz der 4 - Aminoben.zoleulfonamid - phosphamidsäure besitzt die Formel CaoHa40zNx # C6H,oO,N,SP und ist schwer löslich in kaltem Wasser. Es soll als Anzneimittel dienen. The previously unknown quinine salt of 4 - aminoben.zoleulfonamide - phosphamic acid has the formula CaoHa40zNx # C6H, oO, N, SP and is sparingly soluble in cold water. It is intended to serve as a medicine.
CH213147D 1938-07-29 1939-06-27 Process for the preparation of the quinine salt of 4-aminobenzenesulfonamide phosphamic acid. CH213147A (en)

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)

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