CH245837A - Process for the preparation of p-2,4-diamino-1,3,5-triazinyl- (6) -amino-phenyl-arsenic oxide. - Google Patents

Process for the preparation of p-2,4-diamino-1,3,5-triazinyl- (6) -amino-phenyl-arsenic oxide.

Info

Publication number
CH245837A
CH245837A CH245837DA CH245837A CH 245837 A CH245837 A CH 245837A CH 245837D A CH245837D A CH 245837DA CH 245837 A CH245837 A CH 245837A
Authority
CH
Switzerland
Prior art keywords
triazinyl
amino
phenyl
preparation
arsenic oxide
Prior art date
Application number
Other languages
German (de)
Inventor
Dr Friedheim Ernst A H
Original Assignee
Dr Friedheim Ernst A H
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 Dr Friedheim Ernst A H filed Critical Dr Friedheim Ernst A H
Publication of CH245837A publication Critical patent/CH245837A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/66—Arsenic compounds
    • C07F9/70—Organo-arsenic compounds
    • C07F9/80—Heterocyclic compounds

Description

  

  Verfahren zur Darstellung von     p-[2,4-Diamino-1,3,5-triazinyl-(6)]-amino-phenyl-          ar        senogyd.       Die vorliegende Erfindung bezieht sich  auf ein Verfahren zur Darstellung von     Tri-          azin-Abkömmlingen,    die eine durch ein drei  wertiges Arsenradikal substituierte     Amino-          phenyl-Gruppe    enthalten. Es wurde gefun  den, dass solche     Triazin-Abkömmlinge    durch  Kondensation von     Chloreyanurdiamid    mit  dreiwertiges Arsen enthaltenden     Amino-          phenyl    -Verbindungen hergestellt werden  können.  



  Die     Triazin-Abkömmlinge,    die gemäss  vorliegendem Verfahren gebildet werden,  stellen wertvolle therapeutisch wirksame  Verbindungen dar und sind insbesondere zur  Bekämpfung von     Spiröchäten    und     Trypano-          somen    geeignet.  



  Gegenstand des vorliegenden Patentes  ist ein Verfahren zur Darstellung von p-[2,4  Dichlor -1,3, 5 -     triazinyl        -1    (6) 1 -     amino        -phenyl-          arsenoxyd,    welches dadurch gekennzeichnet  ist, dass     Chlorcyanurdiamid    mit einer wässe  rigen Lösung von     p-Amino-phenyl-arsenoxyd     erhitzt wird.

      <I>Beispiel:</I>    1     Mol        Chlorcyanurdiamid    wird rück  fliessend während     l1/2        bis    2 Stunden mit  einer wässerigen     Lösung    von     p-Amino-          phenyl-arsenoxyd    erhitzt. Das erhaltene  Reaktionsprodukt besteht aus     p-[2,4-Di-          amino    -1,3, 5 -     triazinyl    - (6) ]     =,amino    -     phenyl-          arsenoxyd.    Es scheidet sich aus der Lösung  langsam aus, wird von der Flüssigkeit ge  trennt, gewaschen und getrocknet.  



  Das so erhaltene Produkt ist ein weisses  Pulver. Es löst sich in wässeriger Lauge,  z. B. Natronlauge, zu einer klaren, farblosen  Lösung unter     Bildung    des     Natriumsalzes    der  p-     (2,4-Idiamino-1,3,5'-triazinyl-(6))-amino-          phenyl-arsinigen    Säure. Es kann aus der  Lösung durch Ansäuern wieder ausgeschie  den werden.



  Process for the preparation of p- [2,4-diamino-1,3,5-triazinyl- (6)] -amino-phenyl-arsenogide. The present invention relates to a method for the preparation of triazine derivatives which contain an aminophenyl group substituted by a trivalent arsenic radical. It was found that such triazine derivatives can be produced by condensation of chloroyanuric diamide with aminophenyl compounds containing trivalent arsenic.



  The triazine derivatives which are formed according to the present process are valuable therapeutically active compounds and are particularly suitable for combating spirochetes and trypanosomes.



  The subject of the present patent is a process for the preparation of p- [2,4 dichloro -1,3,5-triazinyl -1 (6) 1 -amino-phenyl arsenic oxide, which is characterized in that cyanuric chloride with an aqueous solution is heated by p-amino-phenyl-arsenic oxide.

      <I> Example: </I> 1 mole of cyanogen chloride is refluxed for 11/2 to 2 hours with an aqueous solution of p-aminophenyl arsenic oxide. The reaction product obtained consists of p- [2,4-di-amino -1,3,5-triazinyl- (6)] =, aminophenyl arsenic oxide. It slowly separates out of the solution, is separated from the liquid, washed and dried.



  The product thus obtained is a white powder. It dissolves in aqueous lye, e.g. B. sodium hydroxide solution, to a clear, colorless solution with the formation of the sodium salt of p- (2,4-idiamino-1,3,5'-triazinyl- (6)) aminophenyl-arsinous acid. It can be eliminated from the solution by acidification.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines 1,3,5- Triazinyl-anilin-Abkömmlings, dadurch ge- kennzeichnet, dass Chlorcyanurdiamid mit p-Amino-phenyl-arsenoxyd umgesetzt wird. Das neue p-[2,4-Diamino-1,3,5-tria.zinyl- (6)]-amino-phenyl-arsinoxyd ist ein weisses Pulver, das sich in wässerigen Lösungen von Alkalihydroxyden unter Salzbildung zu klaren farblosen Lösungen auflöst. PATENT CLAIM: Process for the preparation of a 1,3,5-triazinyl-aniline derivative, characterized in that cyanuric chloride is reacted with p-aminophenyl arsenic oxide. The new p- [2,4-diamino-1,3,5-tria.zinyl- (6)] -amino-phenyl-arsine oxide is a white powder which dissolves in aqueous solutions of alkali hydroxides with salt formation to clear colorless solutions . Cl NTERAN SPRÜCH Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man Chlorcyanurdiamid rückfliessend mit einer wässerigen Lösung von p-Amino-phenyl-arsenoxyd erhitzt. Cl NTERAN SPRÜCH Process according to claim, characterized in that cyanuric chloride is refluxed with an aqueous solution of p-aminophenyl arsenic oxide.
CH245837D 1946-11-16 1944-12-22 Process for the preparation of p-2,4-diamino-1,3,5-triazinyl- (6) -amino-phenyl-arsenic oxide. CH245837A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH245837T 1946-11-16

Publications (1)

Publication Number Publication Date
CH245837A true CH245837A (en) 1946-11-30

Family

ID=4465178

Family Applications (1)

Application Number Title Priority Date Filing Date
CH245837D CH245837A (en) 1946-11-16 1944-12-22 Process for the preparation of p-2,4-diamino-1,3,5-triazinyl- (6) -amino-phenyl-arsenic oxide.

Country Status (1)

Country Link
CH (1) CH245837A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2684382A1 (en) * 1991-12-02 1993-06-04 Rhone Merieux Pure preparations and medicaments of melarsomine dihydrochloride, process for their preparation and intermediates obtained

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2684382A1 (en) * 1991-12-02 1993-06-04 Rhone Merieux Pure preparations and medicaments of melarsomine dihydrochloride, process for their preparation and intermediates obtained
GR920100526A (en) * 1991-12-02 1993-08-31 Rhone Merieux Medicaments and pure dichlorhydrate melarsomine compounds, method for obtaining them and intermediate receptive products.

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