CH171984A - Process for the preparation of an azo compound. - Google Patents

Process for the preparation of an azo compound.

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Publication number
CH171984A
CH171984A CH171984DA CH171984A CH 171984 A CH171984 A CH 171984A CH 171984D A CH171984D A CH 171984DA CH 171984 A CH171984 A CH 171984A
Authority
CH
Switzerland
Prior art keywords
azo compound
azobenzene
sulfamide
ammonia
hydrochloride
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 CH171984A publication Critical patent/CH171984A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung einer     Azoverbindung.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung des 2-Methyl       4'-sulfaniid-4-(N-[r-amino-,3-oxy-a-propyl]-          ätliylamino)-azobenzolhydi-ochlorides.        DasVer-          fahren    ist dadurch gekennzeichnet, dass man  auf das     2-Methyl-4'-sulfamid-4-(epihydryl-          ätliylamino)-azobenzol    Ammoniak, zweck  mässig unter Erwärmen, einwirken lässt und  das Reaktionsprodukt     mittelst    Salzsäure in  das     Hydrochlorid    umwandelt.  



  Das so erhältliche     2-Methyl-4'-sulfamid-          4-    (N-     [r-        ainino-p-        oxy-a-propylj    -     äthylamino)-          azobenzolhydrochlorid    bildet zinnoberrote Kri  stalle vom Schmelzpunkt 2121, die sich in  Wasser mit gleicher Farbe lösen. Die     Azo-          verbindung    ist auch in verdünnter Natron  lauge löslich, in     Natriumkarbonatlösung    da  gegen unlöslich.  



  Das neue Produkt soll therapeutische  Anwendung finden.         Beispiel:            2-AZethyl.4'-        sulfamid-4-(epibydryl-äthyl-          amino)-azobenzol    vom F.     12111,    ziegelrote Kri  stalle, erhalten durch     Diazotieren    von 17,1     gr          4-Amiriobenzolstilfamid    mit 7     gr        Natriumnitrit     und Kuppeln der     Diazoverbindung    mit 19,1     gr          N-Epihydryläthyl-3-toluidin        (Kp7    133  ) in  essigsaurer Lösung,

   wird mit überschüssigem       methylalkoholischem    Ammoniak 2 Stunden im  Bombenrohr auf 100   erhitzt. Darauf werden       Methylalkohol    und Ammoniak abgedampft  und das gebildete     2-Methyl-4'-sulfamid-4-(N-          [r    -     amino-i3-        oxy-        a-propyl]    -     äthylamino)    -     azo-          benzol    mittelst Salzsäure in das Hydrochlorid  umgewandelt. Das letztere bildet zinnoberrote  Kristalle vom Schmelzpunkt 212  , die sich in  Wasser mit gleicher Farbe lösen.

   Die     Azo-          verbindung    ist auch in verdünnter Natron  lauge löslich, in     Natriumkarbonatlösung    da  gegen unlöslich.



  Process for the preparation of an azo compound. The subject of the present patent is a process for the preparation of the 2-methyl 4'-sulfaniid-4- (N- [r-amino-, 3-oxy-a-propyl] -ätliylamino) -azobenzolhydi-ochlorides. The process is characterized in that ammonia is allowed to act on the 2-methyl-4'-sulfamide-4- (epihydryl-ätliylamino) -azobenzene, advantageously with heating, and the reaction product is converted into the hydrochloride using hydrochloric acid.



  The 2-methyl-4'-sulfamide-4- (N- [r-ainino-p-oxy-a-propylj-ethylamino) -azobenzene hydrochloride thus obtainable forms vermilion crystals with a melting point of 2121, which dissolve in water with the same color . The azo compound is also soluble in dilute sodium hydroxide solution, but insoluble in sodium carbonate solution.



  The new product should find therapeutic application. Example: 2-AZethyl.4'-sulfamid-4- (epibydryl-ethyl-amino) -azobenzene from F. 12111, brick-red crystals, obtained by diazotizing 17.1 g of 4-amiriobenzolstilfamide with 7 g of sodium nitrite and coupling the diazo compound with 19.1 g of N-epihydrylethyl-3-toluidine (Kp7 133) in acetic acid solution,

   is heated to 100 for 2 hours in a sealed tube with excess methyl alcoholic ammonia. Methyl alcohol and ammonia are then evaporated off and the 2-methyl-4'-sulfamide-4- (N- [r - amino-13-oxy-a-propyl] - ethylamino) azobenzene formed is converted into the hydrochloride using hydrochloric acid. The latter forms vermilion crystals with a melting point of 212, which dissolve in water of the same color.

   The azo compound is also soluble in dilute sodium hydroxide solution, but insoluble in sodium carbonate solution.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer Azover- bindung, dadurch gekennzeichnet, dass man auf 2-1lZethyl-4'-sulfamid-4-(epihydryl-äthyl- amino)-azobenzol Ammoniak einwirken lässt und das Reaktionsprodukt mittelst Salzsäure in das Hydrochlorid umwandelt. Das so erhältliche 2-Methyl-4'-sulfamid- 4-(N- [Y- amino-p-ogy-a-propyl] -äthylairiino)- azobenzolhydroehlorid bildet zinnoberrote Kri- stalle vom Schmelzpunkt 212', die sich in Wasser mit gleicher Farbe lösen. Claim: Process for preparing an azo compound, characterized in that ammonia is allowed to act on 2-1lZethyl-4'-sulfamide-4- (epihydryl-ethylamino) -azobenzene and the reaction product is converted into the hydrochloride using hydrochloric acid. The 2-methyl-4'-sulfamide-4- (N- [Y-amino-p-ogy-a-propyl] -äthylairiino) - azobenzene hydrochloride which can be obtained in this way forms vermilion crystals with a melting point of 212 ', which dissolve in water solve the same color. Es soll therapeutische Anwendung finden. UNTERANSPRUCH Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Einwirkung von Am moniak unter Erwärmen durchgeführt wird. It should find therapeutic application. SUBSTITUTE SHEET Method according to claim, characterized in that the action of ammonia is carried out with heating.
CH171984D 1931-11-07 1932-11-05 Process for the preparation of an azo compound. CH171984A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE171984X 1931-11-07
CH170235T 1932-11-05

Publications (1)

Publication Number Publication Date
CH171984A true CH171984A (en) 1934-09-15

Family

ID=25718902

Family Applications (1)

Application Number Title Priority Date Filing Date
CH171984D CH171984A (en) 1931-11-07 1932-11-05 Process for the preparation of an azo compound.

Country Status (1)

Country Link
CH (1) CH171984A (en)

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