CH242527A - Process for the preparation of an acylated sulfonamide. - Google Patents

Process for the preparation of an acylated sulfonamide.

Info

Publication number
CH242527A
CH242527A CH242527DA CH242527A CH 242527 A CH242527 A CH 242527A CH 242527D A CH242527D A CH 242527DA CH 242527 A CH242527 A CH 242527A
Authority
CH
Switzerland
Prior art keywords
sulfonamide
preparation
naphthoyl
acylated
converted
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 CH242527A publication Critical patent/CH242527A/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.Iierstellung    eines     acylierten    Sulfonamides.    Gegenstand vorliegenden Patentes ist ein       Verfahren    zur Herstellung     eines        acylierten     Sulfonamides.

   Das Verfahren ist dadurch       gekennzeichnet,    dass man     ein        substituiertes          3,4-Dimethyl-benzolsulfonamid    der Formel  
EMI0001.0010     
    in der R einen durch     hydrolysierende    Mittel       abspaltbaren    Rest bedeutet, durch     Verseifung     in     3,4-Dimethyl-benzol-N-(a-naphthoyl)-sul-          fonamid        überführt:

       Die neue     Verbindung    bildet farblose Kri  stalle vom     Schmelzpunkt    140 .     Sie    soll als  Arzneimittel Verwendung     finden.     



  <I>Beispiel:</I>  10     Teile        N-(3,4-Dimethyl-beuzolsulfonyl)-          a-naphthoesäureamidin    vom Schmelzpunkt  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     3,4-Dimethyl-benzal-N-a-naphthoyl-sul-          fonamid.    Aus     Alkohol        umkristallisiert        bildet     es     farblose'Kristalle    vom Schmelzpunkt 140 .



  Process for making 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 3,4-dimethylbenzenesulfonamide of the formula
EMI0001.0010
    in which R denotes a residue that can be split off by hydrolyzing agents, converted by saponification into 3,4-dimethyl-benzene-N- (a-naphthoyl) -sulfonamide:

       The new compound forms colorless crystals with a melting point of 140. It should be used as a medicine.



  <I> Example: </I> 10 parts of N- (3,4-dimethyl-beuzolsulfonyl) -a-naphthoic acid amidine of the 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.

   3,4-Dimethyl-benzal-N-a-naphthoyl-sulphonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 140.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines acylier- ten Sulfonamides, dadurch gekennzeichnet, _ dass man ein substituiertes 3,4-Dimethyl- benzolsulfonamid der Formel EMI0001.0041 in. der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, durch Verseifung in 3,4-Dimethyl-benzol-N-(a-naphthoyl)-sul- fonamid überführt. PATENT CLAIM: Process for the preparation of an acylated sulfonamide, characterized in that a substituted 3,4-dimethylbenzenesulfonamide of the formula EMI0001.0041 in. the R denotes a radical which can be split off by hydrolyzing agents, converted into 3,4-dimethylbenzene-N- (a-naphthoyl) -sulfonamide by saponification. Die neue Verbindung bildet farblose Kri stalle vom Schmelzpunkt 140'. Sie soll als Arzneimittel Verwendung finden. UNTERANSPRUCH: Verfahren nach Patentanspruch; dadurch gekennzeichnet, dass man N-(3,4-Dimethyl- benzolsulfonyl)-a-naphthoesäureamidin durch hydrolytische Spaltung in 3,4-Dimethyl- benzol - N - (a - naphthoyl) - sulfonamid über führt. The new compound forms colorless crystals with a melting point of 140 '. It should be used as a medicine. SUBClaim: method according to claim; characterized in that N- (3,4-dimethylbenzenesulfonyl) -a-naphthoic acid amidine is converted into 3,4-dimethylbenzene-N- (a-naphthoyl) -sulfonamide by hydrolytic cleavage.
CH242527D 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide. CH242527A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242527T 1943-05-21
CH239850T 1944-03-16

Publications (1)

Publication Number Publication Date
CH242527A true CH242527A (en) 1946-05-15

Family

ID=25728456

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242527D CH242527A (en) 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide.

Country Status (1)

Country Link
CH (1) CH242527A (en)

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