CH242525A - Process for the preparation of an acylated sulfonamide. - Google Patents

Process for the preparation of an acylated sulfonamide.

Info

Publication number
CH242525A
CH242525A CH242525DA CH242525A CH 242525 A CH242525 A CH 242525A CH 242525D A CH242525D A CH 242525DA CH 242525 A CH242525 A CH 242525A
Authority
CH
Switzerland
Prior art keywords
sulfonamide
preparation
naphthoyl
acylated
tetramethyl
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 CH242525A publication Critical patent/CH242525A/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

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  • 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     acylierten        Sulfonamides.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     acylierten     Sulfonamides.

   Das Verfahren ist dadurch       gekennzeichnet,    dass man     ein        substituiertes     2,3,5,6 -     Tetramethyl    -     benzolsulfonamid    der  Formel  
EMI0001.0010     
    in der R     einen    durch     hydrolysierende    Mittel       abspaltbaren    Rest bedeutet, durch     Verseifung          in        2,3,5,6-Tetramethyl-benzol-N-(a-naph-          thoyl)-sulfonamid    überführt.  



  Die neue     Verbindung    bildet farblose     Kri-          stalle    vom     Schmelzpunkt    220-222 . Sie soll  als Arzneimittel Verwendung finden.  



  <I>Beispiel:</I>  10 Teile     N-(2,3,5,6-Tetramethyl-benzol-          sulfonyl)-naphthoesäureamidin    vom Schmelz  punkt und der Formel  
EMI0001.0024     
    werden mit 100 Teilen 15%iger Salzsäure  4     Stunden    auf 90-100  erhitzt. Nach dem  Erkalten wird     sodaalkalisch    gestellt, filtriert       und    mit Essigsäure angesäuert. Man erhält  das     2,3,5,6-Tetramethyl-benzol-N-(a-naph-          thoyl)-sulfonamid.    Aus Alkohol umkristalli  siert bildet es farblose Kristalle vom Schmelz  punkt 220-222 .



      Process for the preparation of an acylated sulfonamide. The present patent relates to a process for the preparation of an acylated sulfonamide.

   The process is characterized in that a substituted 2,3,5,6-tetramethylbenzenesulfonamide of the formula
EMI0001.0010
    in which R denotes a radical which can be split off by hydrolyzing agents, converted into 2,3,5,6-tetramethylbenzene-N- (a-naphthoyl) sulfonamide by saponification.



  The new compound forms colorless crystals with a melting point of 220-222. It should be used as a medicine.



  <I> Example: </I> 10 parts of N- (2,3,5,6-tetramethyl-benzenesulfonyl) -naphthoic acid amidine with a melting point and the formula
EMI0001.0024
    are heated to 90-100 for 4 hours with 100 parts of 15% hydrochloric acid. After cooling, it is made alkaline with soda, filtered and acidified with acetic acid. The 2,3,5,6-tetramethylbenzene-N- (a-naphthoyl) sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 220-222.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines acylier- ten Sulfonamides, dadurch gekennzeichnet, dass man ein substituiertes 2,3,5,6-Tetra- methyl-benzolsulfonamid der Formel EMI0001.0036 in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 2,3,5,6-Tetramethyl-benzol-N-(ci-naph- thoyl)-sulfonamid überführt. Die neue Verbindung bildet farblose Kri stalle vom Schmelzpunkt 220-222 . PATENT CLAIM: Process for the preparation of an acylated sulfonamide, characterized in that a substituted 2,3,5,6-tetra-methylbenzenesulfonamide of the formula EMI0001.0036 in which R denotes a radical which can be split off by hydrolyzing agents, converted into 2,3,5,6-tetramethylbenzene-N- (ci-naphthoyl) sulfonamide by saponification. The new compound forms colorless crystals with a melting point of 220-222. Sie soll als Arzneimittel Verwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man N-(2,3,5,6-Tetra- methyl - benzolsulf onyl) -,a - naphthoesäure - amidin durch hydrolytische Spaltung in 2,3,5,6-Tetramethyl-benzol-N-(a-naphthoyl)- sulfonamid überführt. It should be used as a medicine. SUBCLAIM: Process according to claim, characterized in that N- (2,3,5,6-tetramethyl - benzenesulfonyl) -, a - naphthoic acid - amidine by hydrolytic cleavage in 2,3,5,6-tetramethyl benzene-N- (a-naphthoyl) - sulfonamide transferred.
CH242525D 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide. CH242525A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242525T 1943-05-21
CH239850T 1944-03-16

Publications (1)

Publication Number Publication Date
CH242525A true CH242525A (en) 1946-05-15

Family

ID=25728454

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242525D CH242525A (en) 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide.

Country Status (1)

Country Link
CH (1) CH242525A (en)

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