CH242524A - Process for the preparation of an acylated sulfonamide. - Google Patents

Process for the preparation of an acylated sulfonamide.

Info

Publication number
CH242524A
CH242524A CH242524DA CH242524A CH 242524 A CH242524 A CH 242524A CH 242524D A CH242524D A CH 242524DA CH 242524 A CH242524 A CH 242524A
Authority
CH
Switzerland
Prior art keywords
amino
sulfonamide
benzene
preparation
acetyl
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH242524A publication Critical patent/CH242524A/en

Links

Classifications

    • 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
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     acylerten    Sulfonamides.         Gegenstand    vorliegenden Patentes ist ein  Verfahren zur Herstellung des     bekannten          4-Amino-benzol-N,-acetyl-sulfonamids:

      Das  Verfahren ist dadurch     gekennzeichnet,    dass  man ein substituiertes     4-Amino.-benzolsulfon-          amid    der Formel  
EMI0001.0008     
         in    der R     einen    durch     hydrolysierende    Mittel       abspaltbaren    Rest bedeutet, durch     Verseifung     in 4 -     Amino    - Benzol -     N1    -     acetyl    -     sulfonamid     überführt.  



  Die     Verbindung    bildet farblose Kristalle  vom Schmelzpunkt 184 . Sie soll als Arznei  mittel Verwendung finden.  



  <I>Beispiel:</I>  10 Teile     N-(4-Amino-benzolsulfonyl)-          acetamidin    vom     Schmelzpunkt    152  und der  Formel  
EMI0001.0022     
    werden mit 100 Teilen     3,3    ö     iger    Phosphor  säure     l1/2        Stunden    auf     90-100     erhitzt.  Nach dem Erkalten wird     sodaalkalisch    ge  stellt, filtriert und mit Essigsäure angesäuert.  Man erhält das     4-Amino,-benzol-N,.-acetyl-          sulfonamid.    Aus Alkohol umkristallisiert bil  det es farblose Kristalle vom Schmelzpunkt  184 .



  Process for the preparation of an acylated sulfonamide. The present patent is a process for the preparation of the known 4-amino-benzene-N, -acetyl-sulfonamide:

      The process is characterized in that a substituted 4-Amino.-benzenesulfonamide of the formula
EMI0001.0008
         in which R denotes a radical which can be split off by hydrolysing agents, converted into 4-amino-benzene-N1-acetyl-sulfonamide by saponification.



  The compound forms colorless crystals with a melting point of 184. It should be used as a medicament.



  <I> Example: </I> 10 parts of N- (4-Amino-benzenesulfonyl) - acetamidine with a melting point of 152 and the formula
EMI0001.0022
    are heated to 90-100 with 100 parts of 3.3 iger phosphoric acid for 11/2 hours. After cooling, it is made alkaline with soda, filtered and acidified with acetic acid. The 4-amino-benzene-N, -acetylsulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 184.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 4-Amino- benzol-N,.-acetyl-sulfonamid, dadurch ge kennzeichnet, dass man ein substit-xiertes 4-Amino-benzolsulfonamid der Formel EMI0001.0036 in der' R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 4 - Amino - Benzol - N, PATENT CLAIM: Process for the preparation of 4-amino-benzene-N, .- acetyl-sulfonamide, characterized in that a substituted 4-amino-benzene sulfonamide of the formula EMI0001.0036 in which 'R is a residue that can be split off by hydrolyzing agents, by saponification in 4 - amino - benzene - N, - acetyl - sulf onamid überführt. Die Verbindung bildet farblose Kristalle vom Schmelzpunkt 184 . Sie soll als Arznei mittel Verwendung - finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man N-(4-Amino-benzol- sulfonyl)-aeetamidin durch hydrolytische Spaltung in 4-Amina-benzol-Nl-acetyl-sul- fonami.d überführt. - Acetyl - sulfonamide transferred. The compound forms colorless crystals with a melting point of 184. It should be used as a medicinal product. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that N- (4-amino-benzenesulfonyl) -aeetamidine is converted into 4-amina-benzene-Nl-acetyl-sulfonami.d by hydrolytic cleavage.
CH242524D 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide. CH242524A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242524T 1943-05-21
CH239850T 1944-03-16

Publications (1)

Publication Number Publication Date
CH242524A true CH242524A (en) 1946-05-15

Family

ID=25728453

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242524D CH242524A (en) 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide.

Country Status (1)

Country Link
CH (1) CH242524A (en)

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