CH242519A - Process for the preparation of an acylated sulfonamide. - Google Patents

Process for the preparation of an acylated sulfonamide.

Info

Publication number
CH242519A
CH242519A CH242519DA CH242519A CH 242519 A CH242519 A CH 242519A CH 242519D A CH242519D A CH 242519DA CH 242519 A CH242519 A CH 242519A
Authority
CH
Switzerland
Prior art keywords
nitro
dimethyl
sulfonamide
preparation
acroyl
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 CH242519A publication Critical patent/CH242519A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

  

  verfahren zur Herstellung eines     aeylierten    Sulfonamides.    Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung des bekannten  4 -     Nitro    - Benzol     -N-(,',        ss-dimethyl-acroyl)-sul-          fonamids.    Das Verfahren     ist    dadurch ge  kennzeichnet,     dass:

      man ein     substituiertes          4-Nitro-benzolsulfonamid    der Formel  
EMI0001.0010     
    in der R einen durch     hydrolysierende        Mittel          abspaltbaren    Rest bedeutet, durch     Verseifung     in     4-Nitro-benzol-N-(ss,ss-dimethyl-acroyl)-          sulfonamid    überführt.  



  Die     Verbindung        bildet    farblose Kristalle  vom     Schmelzpunkt    155 . Sie soll als     Arznei-          mittel        Verwendung    finden.    <I>Beispiel:</I>  -     .10    Teile     N-(4-Nitro-benzolsulfonyl)-ss,ss-          dimethyl-acrylamidin    vom Schmelzpunkt  150  und der Formel  
EMI0001.0026     
    werden mit 100 Teilen     3,5%iger    Salzsäure  12     Stunden    auf 90-100  erhitzt. Nach dem  Erkalten wird     sodaalkalisch    gestellt, filtriert  und mit Essigsäure angesäuert.

   Man erhält  das     4-Nitro-benzol-N-(ss,ss-dimetlhyl-acroyl)-          sulfonamid.    Aus Alkohol     umkristallisiert     bildet es farblose Kristalle vom Schmelz  punkt 155 .



  process for the production of an aylated sulfonamide. The present patent is a process for the preparation of the known 4-nitro-benzene -N- (, ', ss-dimethyl-acroyl) -sulphonamide. The procedure is characterized in that:

      a substituted 4-nitro-benzenesulfonamide of the formula
EMI0001.0010
    in which R denotes a radical that can be split off by hydrolyzing agents, converted into 4-nitro-benzene-N- (ss, ss-dimethyl-acroyl) sulfonamide by saponification.



  The compound forms colorless crystals with a melting point of 155. It should be used as a medicinal product. <I> Example: </I> - .10 parts of N- (4-nitro-benzenesulfonyl) -ss, ss- dimethyl-acrylamidine with a melting point of 150 and the formula
EMI0001.0026
    are heated to 90-100 for 12 hours with 100 parts of 3.5% hydrochloric acid. After cooling, it is made alkaline with soda, filtered and acidified with acetic acid.

   The 4-nitro-benzene-N- (ss, ss-dimethyl-acroyl) sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 155.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 4-Nitro- benzol-N-(fB,ss- dimethyl-acroyl)-sulfonamid, dadurch gekennzeichnet, dass man ein sub- stituiertes 4 - Nitro - benzolsulfonamid der Formel EMI0001.0040 in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in. 4 -Nitro -benzöl - N - (ss,ss-dimethyl-acroyl) PATENT CLAIM: Process for the preparation of 4-nitrobenzene-N- (fB, ss-dimethyl-acroyl) -sulfonamide, characterized in that a substituted 4-nitro-benzenesulfonamide of the formula EMI0001.0040 in which R denotes a residue that can be split off by hydrolyzing agents, by saponification in. 4 -nitro -benzöl - N - (ss, ss-dimethyl-acroyl) - sulfonamid überführt. Die Verbindung bildet farblose Kristalle vom Schmelzpunkt 155 . Sie soll als Arznei mittel Verwendung finden. UNTERANSPRUCH: - sulfonamide transferred. The compound forms colorless crystals with a melting point of 155. It should be used as a medicament. SUBClaim: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man N-(4-Nitro-benzol- sulfonyl) -ss,ss-dimethyl - acrylamidin durch hydrolytische Spaltung in 4-Nitro-benzol-N- (ss,ss-dimethyl-acroyl)-sulfonamid überführt. Process according to claim, characterized in that N- (4-nitro-benzene-sulfonyl) -ss, ss-dimethyl-acrylamidine by hydrolytic cleavage into 4-nitro-benzene-N- (ss, ss-dimethyl-acroyl) - sulfonamide transferred.
CH242519D 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide. CH242519A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242519T 1943-05-21
CH239850T 1944-03-16

Publications (1)

Publication Number Publication Date
CH242519A true CH242519A (en) 1946-05-15

Family

ID=25728448

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242519D CH242519A (en) 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide.

Country Status (1)

Country Link
CH (1) CH242519A (en)

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