CH187935A - Process for the preparation of an acridinium compound. - Google Patents

Process for the preparation of an acridinium compound.

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Publication number
CH187935A
CH187935A CH187935DA CH187935A CH 187935 A CH187935 A CH 187935A CH 187935D A CH187935D A CH 187935DA CH 187935 A CH187935 A CH 187935A
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CH
Switzerland
Prior art keywords
reaction
preparation
carried out
sub
acridinium compound
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH187935A publication Critical patent/CH187935A/en

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung einer     Aeridinium-Verbindung.       Da.: Hauptpatent betrifft ein Verfahren  zur Herstellung einer     Acridiniumverbindung.     Gegenstand des vorliegenden Patentes ist ein  Verfahren zur Herstellung des Hydrochlo  rids des     2-blethoxy-6-chlor-9-(cc-diäthyl-          c        mino-b-pentylamino)-10-methylacridinium-          chlorid=,.    Das     Verfahren    ist dadurch gekenn  zeichnet, dass man     2-Dlethoxy-6,9-diehloraeri-          dinium    -10 -     methylchlorid,

      mit     a-Diäthyl-          amino-a-pentylamin    zur Umsetzung bringt.  Die     Umsetzung    erfolgt zweckmässig unter  Erwärmen und in Gegenwart eines Löse  oder     Verdünnemittels,    zum Beispiel Phenol.  



  Das so erhältliche     Produkt    ist ein hell  gelbes in Wasser lösliches kristallines Pul  ver. Es soll pharmazeutische Verwendung       find-n.     



  <I>Beispiel:</I>  32,8 g     2-Methoxy-6.9-dichlor-10-methyl-          arridiniumchlorid    (erhalten durch Behandeln       v.)n        2-Methoxy-6-chlor-10-methylacridon    vom    F. 236 bis 237   mit     Phosphorpentachlorid)     werden in 120 g Phenol bei 100   mit 16 g       a-Diäthylamino-a-aminopentan    versetzt. Nach  kurzem Erwärmen auf dem Wasserbad wird  das Phenol vom Reaktionsprodukt     mittels     eines organischen Lösemittels abgetrennt.

    Zur weiteren Reinigung     kann    das     Hydrochlo-          rid    des     Acridinium-10-methylchlorids    in     2n-          Natronlauge    eingetragen und die sieh ab  scheidende     Anhydrobase    des     2-Methoxy-6-          chlor    - 9     -I(a        -diäthylamino        -b-        pentylamino)-10-          methylacridiniumhydroxyds    in Äther aufge  nommen werden.

   Zur Reinigung wird diese  ätherische Lösung mit Essigsäure ausgezo  gen, die Base mit verdünnter Natronlauge  aus ihrer essigsauren Lösung gefällt und     aus-          geäthert.    Aus der ätherischen Lösung der  Base fällt eine ätherische Chlorwasserstoff  lösung das Hydrochlorid des     2-Methoxy-6-          chlor    -9 -(a -     diäthylamino        -b-        pentylamino)-10-          methyla.cridiniumchlorids.  



  Method of making an aeridinium compound. Da .: The main patent relates to a process for the production of an acridinium compound. The subject of the present patent is a process for the preparation of the hydrochloride of 2-blethoxy-6-chloro-9- (cc-diethyl- c mino-b-pentylamino) -10-methylacridinium chloride =,. The method is characterized in that 2-Dlethoxy-6,9-diehloraeridinium -10 - methyl chloride,

      with a-diethylamino-a-pentylamine to implement. The reaction is conveniently carried out with heating and in the presence of a solvent or diluent, for example phenol.



  The product obtainable in this way is a light yellow, water-soluble crystalline powder. It is said to find pharmaceutical use.



  <I> Example: </I> 32.8 g of 2-methoxy-6.9-dichloro-10-methyl-arridinium chloride (obtained by treating v.) N 2-methoxy-6-chloro-10-methylacridone from mp 236 to 237 with phosphorus pentachloride) in 120 g of phenol at 100 with 16 g of a-diethylamino-a-aminopentane. After briefly heating on the water bath, the phenol is separated from the reaction product using an organic solvent.

    For further purification, the hydrochloride of acridinium-10-methylchloride can be added to 2N sodium hydroxide solution and the anhydrobase of 2-methoxy-6-chloro-9-I (α-diethylamino-b-pentylamino) -10-methylacridinium hydroxide be absorbed into ether.

   For cleaning, this ethereal solution is extracted with acetic acid, the base is precipitated from its acetic acid solution with dilute sodium hydroxide solution and extracted with ether. An ethereal hydrogen chloride solution, the hydrochloride of 2-methoxy-6- chloro -9 - (a - diethylamino -b- pentylamino) -10- methyla.cridinium chloride, falls from the ethereal solution of the base.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer Acridi- niumverbindung, dadurch gekennzeichnet, dass man 2-Methoxy-6,9-dichloracridinium- 10-methylchlorid mit a-Diäthylamino-b-pen- tylamin zur Umsetzung bringt. Das so erhältliche Hydrochlorid des Acri- dinium-10-methylchlorids ist ein hellgelbes, in Wasser lösliches kristallines Pulver. UNTERANSPRü CHE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Umsetzung unter Erwärmen durchgeführt wird. 2. PATENT CLAIM: Process for the production of an acridinium compound, characterized in that 2-methoxy-6,9-dichloroacridinium-10-methyl chloride is reacted with a-diethylamino-b-pentylamine. The thus obtainable hydrochloride of acridinium-10-methylchloride is a light yellow, water-soluble crystalline powder. SUB-CLAIM 1. Process according to claim, characterized in that the reaction is carried out with heating. 2. Verfahren nach Patentanspruch und Un teranspruch 1, dadurch gekennzeichnet, dass die Reaktion in einem Lösemittel aus geführt wird. $. Verfahren nach Patentanspruch und Un teranspruch 1, dadurch gekennzeichnet, dass die Reaktion in einem Verdünnungs mittel ausgeführt wird. 4. Verfahren nach Unteranspruch 2, dadurch gekennzeichnet, dass Phenol als Lösemittel Verwendung findet. Method according to patent claim and sub-claim 1, characterized in that the reaction is carried out in a solvent. $. Method according to patent claim and sub-claim 1, characterized in that the reaction is carried out in a diluent. 4. The method according to dependent claim 2, characterized in that phenol is used as the solvent.
CH187935D 1934-01-13 1935-01-08 Process for the preparation of an acridinium compound. CH187935A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE187935X 1934-01-13
CH181920T 1935-01-08

Publications (1)

Publication Number Publication Date
CH187935A true CH187935A (en) 1936-11-30

Family

ID=25720622

Family Applications (1)

Application Number Title Priority Date Filing Date
CH187935D CH187935A (en) 1934-01-13 1935-01-08 Process for the preparation of an acridinium compound.

Country Status (1)

Country Link
CH (1) CH187935A (en)

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