CH222965A - Verfahren zur Herstellung von 4-Amino-benzolsulfonamido-benzol-3'-sulfonacetylamid. - Google Patents

Verfahren zur Herstellung von 4-Amino-benzolsulfonamido-benzol-3'-sulfonacetylamid.

Info

Publication number
CH222965A
CH222965A CH222965DA CH222965A CH 222965 A CH222965 A CH 222965A CH 222965D A CH222965D A CH 222965DA CH 222965 A CH222965 A CH 222965A
Authority
CH
Switzerland
Prior art keywords
benzenesulfonamido
amino
benzene
sulfonacetylamide
preparation
Prior art date
Application number
Other languages
English (en)
Inventor
Schering A G
Original Assignee
Schering 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 Schering Ag filed Critical Schering Ag
Publication of CH222965A publication Critical patent/CH222965A/de

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description


  Verfahren zur Herstellung     Fon        4-Amino-benzolsulfonamido-benzol-3'-sulfonacetylamid.       Gegenstand des vorliegenden Patentes  ist ein Verfahren zur     Herstellung    von       4-Amino-benzolsulfonamido-benzol-3'-sulfon-          acetylamid,    das dadurch gekennzeichnet ist,  dass man ein     Benzolsulfonamido-benzol-3'-          sulfonamid,    das in     4-Stellung    eine durch  Hydrolyse in die     Aminogruppe        überführbare     Gruppe enthält, mit einem     hydrolysierenden     Mittel behandelt.

   Solche - in die     Amino-          gruppe        überführbaren    Gruppen sind z. B. die       Acylamino-,        Alkylamino-,        Arylamino-,        Ar-          alkylamino-    und die     A.zomethin-Gruppe,     der     Isocyansäureesterrest    (entstanden durch       Hofmannschen    Abbau aus     Säureamiden),     der     Alkylcarbaminsäureesterrest    (entstanden  durch     Curtius'    Abbau aus     Säureamiden)     und     dergl.,

      insbesondere sind verwendbar  die     Acetylamino-,        Carbalkoxyamino-Verbin-          dungen.     



  Die neue     Verbindung    soll als Arznei  mittel sowie als Zwischenprodukt für die  Herstellung von Arzneimitteln und andern    technisch     wertvollen    Verbindungen Verwen  dung     finden.            Beispiel:

         32,7 ,g     4-Amino-benzolsulfonamido-benzol-          3'-sulfonamid    vom     Smp.    156   C (hergestellt  durch     Einwirkung    von     4-Acetyl-aminobenzol-          sulfonsäurechlorid    auf     3-Amino-benzolsul-          fonamid    und anschliessende     Verseifung    der       Acetylgruppe    des Kondensationsproduktes)  werden mit 200 cm'     Essigsäureanhydrid     während 1 Stunde zum Sieden erhitzt und  hernach das     Diacetylprodukt,    durch Ein  giessen in Eiswasser,

   Auflösen in     Sodalösung     und Ausfällen des Filtrates mit Essigsäure  ausgeschieden und gereinigt. Nach Um  kristallisieren aus verdünntem Alkohol       schmilzt    das Produkt bei     145-146'    C. Durch       Verseifung    der     4-Acetylaminogruppe    wird es  in die entsprechende     Aminoverbindung    über  geführt, die nach dem     Umkristallisieren    aus  verdünntem Alkohol bei 165 ' . schmilzt.

Claims (1)

  1. PATENTAN SPRUCH Verfahren zur Herstellung vor. 4- Arnino- benzolsulfonamido - benzol - 3' - sulfonacetyl - amid, dadurch gekennzeichnet, claB man ein Benzolsulfonamido-benzol-3'-sulfonacetamid, welches in 4-Stellung eine durch Hydrolyse in die Aminogruppe überführbare Gruppe enthält,
    mit einem hydrolysierenden Mittel behandelt. Die neue Verbindung schmilzt nach dem Umkristallisieren aus verdünniczn Alkohol bei 165 .
CH222965D 1938-02-02 1939-01-19 Verfahren zur Herstellung von 4-Amino-benzolsulfonamido-benzol-3'-sulfonacetylamid. CH222965A (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE222965X 1938-02-02
CH213045T 1939-01-19

Publications (1)

Publication Number Publication Date
CH222965A true CH222965A (de) 1942-08-15

Family

ID=25725339

Family Applications (1)

Application Number Title Priority Date Filing Date
CH222965D CH222965A (de) 1938-02-02 1939-01-19 Verfahren zur Herstellung von 4-Amino-benzolsulfonamido-benzol-3'-sulfonacetylamid.

Country Status (1)

Country Link
CH (1) CH222965A (de)

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