CH242516A - Process for the preparation of an acylated sulfonamide. - Google Patents

Process for the preparation of an acylated sulfonamide.

Info

Publication number
CH242516A
CH242516A CH242516DA CH242516A CH 242516 A CH242516 A CH 242516A CH 242516D A CH242516D A CH 242516DA CH 242516 A CH242516 A CH 242516A
Authority
CH
Switzerland
Prior art keywords
methyl
amino
sulfonamide
benzoyl
benzene
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 CH242516A publication Critical patent/CH242516A/en

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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)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur     Herstellung    eines     acylierten        Sulfonamides.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung des     bekannten          4-Amina-benzol-N"-(4'-methyl-benzoyl)-sul-          fonamids.    Das Verfahren ist dadurch gekenn  zeichnet,

   dass man     ein        substituiertes        4-Amino-          benzolsulfonamid    der Formel  
EMI0001.0011     
         in    der R einen durch     hydrolysierende        Mittel          abspaltbaren    Rest bedeutet, durch     Verseifung          in        4-Amino-benzol-N,-(4'-methyl-benzoyl)-          sulfonamid    überführt.  



  Die     Verbindung        bildet    farblose     Kristalle     vom     Schmelzpunkt    178-179 . Sie soll als  Arzneimittel     Verwendung        finden.     



  <I>Beispiel 1:</I>  10     Teile        N-(4'-Amino-benzolsulfonyl)-4-          methyl-benzamidin    vom     Schmelzpunkt    236   und der Formel -  
EMI0001.0030     
    werden mit 100 Teilen 3,5     %iger    Salzsäure  3 Stunden auf 90-100  erhitzt. Nach dem  Erkalten. wird     sodaalkalisch    gestellt, filtriert  und mit Essigsäure angesäuert. Man erhält  das     4-Amino-benzol-Nl-(4'-methyl-benzoyl)-          sulfonamid.        Aus    Alkohol     umkristallisiert     bildet es farblose     Kristalle    vom Schmelz  punkt 178-179 .  



  <I>Beispiel 2.-</I>  <B>10</B> Teile     N-(4'-Amino=benzolsulfonyl)-4-          methyl-benziminoäthyläther    von der Formel  
EMI0001.0040     
    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-Amino-benzol-Nl-(4'-methyl-benzoyl)-          sulfonamid.    Aus Alkohol     umkristallisiert     bildet es farblose Kristalle vom Schmelz  punkt 178-179 .



  Process for the preparation of an acylated sulfonamide. The subject of the present patent is a process for the preparation of the known 4-Amina-benzene-N "- (4'-methyl-benzoyl) -sulfonamide. The process is characterized by

   that one is a substituted 4-aminobenzenesulfonamide of the formula
EMI0001.0011
         in which R denotes a radical which can be split off by hydrolyzing agents, converted by saponification to 4-amino-benzene-N, - (4'-methyl-benzoyl) - sulfonamide.



  The compound forms colorless crystals with a melting point of 178-179. It should be used as a medicine.



  <I> Example 1: </I> 10 parts of N- (4'-amino-benzenesulfonyl) -4-methyl-benzamidine with a melting point of 236 and the formula -
EMI0001.0030
    are heated to 90-100 for 3 hours with 100 parts of 3.5% hydrochloric acid. After cooling down. is made alkaline with soda, filtered and acidified with acetic acid. The 4-amino-benzene-Nl- (4'-methyl-benzoyl) sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 178-179.



  <I> Example 2.- </I> <B> 10 </B> parts of N- (4'-amino = benzenesulfonyl) -4-methyl-benziminoethyl ether of the formula
EMI0001.0040
    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-amino-benzene-Nl- (4'-methyl-benzoyl) sulfonamide is obtained. Recrystallized from alcohol, it forms colorless crystals with a melting point of 178-179.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 4-Amino- benzol -N,- (4'-anethyl - benzoyl) - sulfonamid, dadurch gekennzeichnet, dass man ein sub stituiertes 4-Amino-benzolsulfonamid der Formel EMI0002.0010 in der R einen durch hydrolysierende Mittel abspaltbaren Rest bedeutet, PATENT CLAIM: Process for the preparation of 4-amino-benzene -N, - (4'-anethyl-benzoyl) - sulfonamide, characterized in that a substituted 4-amino-benzenesulfonamide of the formula EMI0002.0010 in which R is a residue that can be split off by hydrolyzing agents, durch Verseifung in 4-Amino-benzol-N,-(4'-methyl-benzoyl)- sulfonamid überführt. Die Verbindung bildet farblose Kristalle vom Schmelzpunkt 178-179 . Sie soll als Arzneimittel Verwendung finden. UNTERANSPRÜCHE: 1. converted by saponification to 4-amino-benzene-N, - (4'-methyl-benzoyl) - sulfonamide. The compound forms colorless crystals with a melting point of 178-179. It should be used as a medicine. SUBCLAIMS: 1. Verfahren nach Patentanspruch; da durch gekennzeichnet, dass man N-(4'-Amino- benzolsulfonyl)-4-methyl-benzamidin durch hydrolytische Spaltung in 4-Amino-benzol- N,-(4'-methyl-benzoyl)-sulfonamid überführt. 2. Method according to claim; characterized in that N- (4'-aminobenzenesulfonyl) -4-methyl-benzamidine is converted into 4-aminobenzene-N, - (4'-methyl-benzoyl) -sulfonamide by hydrolytic cleavage. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man N-(4'-Amino- benzolsulfonyl) - 4 - methyl - benziminoäthyl- äther durch hydrolytische Spaltung in 4-Amino-benzol=N,- (4'-methyl-benzoyl)-sul- fonamid überführt. Process according to claim, characterized in that N- (4'-Amino-benzenesulfonyl) -4-methyl-benzimino-ethyl-ether by hydrolytic cleavage in 4-Amino-benzene = N, - (4'-methyl-benzoyl) - sulphonamide transferred.
CH242516D 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide. CH242516A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH242516T 1943-05-21
CH239850T 1944-03-16

Publications (1)

Publication Number Publication Date
CH242516A true CH242516A (en) 1946-05-15

Family

ID=25728445

Family Applications (1)

Application Number Title Priority Date Filing Date
CH242516D CH242516A (en) 1943-05-21 1943-05-21 Process for the preparation of an acylated sulfonamide.

Country Status (1)

Country Link
CH (1) CH242516A (en)

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