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CH245586A - Process for the preparation of a p-amino-benzenesulfonamide. - Google Patents

Process for the preparation of a p-amino-benzenesulfonamide.

Info

Publication number
CH245586A
CH245586A CH245586DA CH245586A CH 245586 A CH245586 A CH 245586A CH 245586D A CH245586D A CH 245586DA CH 245586 A CH245586 A CH 245586A
Authority
CH
Switzerland
Prior art keywords
preparation
dimethyl
amino
acylamino
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 CH245586A publication Critical patent/CH245586A/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
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     p-Amino-benzolsulfonamides.       Gegenstand vorliegenden Zusatzpatentes  ist     ein    Verfahren zur Herstellung des bekann  ten     4-A.m:ino-benzol-N,,-(ss,ss-dimethyl-acroyl)-          sulfonamides,    welches dadurch gekennzeich  net ist, dass man ein     4-Acylamino-benzolsul-          fonsäurehalogenid    mit einem .Salz des     ss,ss-          Dimethyl-aerylsäureamids        umsetzt    und im  entstandenen     4-Acylamino-benzol-N,-(ss,ss-di-          methyl    -     acroyl)

      -     sulfonamid    die     Acylamino-          gruppe    zur freien     Aminogruppe    verseift.  



       Beispiel:     10 Teile     ss,ss-T)imethyl-acrylsäureamid    wer  den     in    200     Tex    en absolutem     Toluol    gelöst,  mit 4 Teilen     Natriumamid    versetzt und durch       1/2stündiges    Sieden ins     Natriumsalz    Überge  führt. Nach dem Erhalten     wird    mit 23 Teilen       Acetylsulfanilsäurechlorid    versetzt.

   Unter  Rühren     wird    2     ,Stunden    zum Sieden erwärmt    und hierauf das     Toluol    mit Wasserdampf       abdestilliert.    Der Rückstand     wird    in Soda  gelöst.

   Durch     Filtrieren,    Ansäuern und     Kri-          stallisation    des ausgefallenen Produktes aus  Alkohol erhält man das     N4-        Acetylamino-ben-          zol-Nl-(ss,ss-dimethyl-acroyl)-sulfonamid    vom       Schmelzpunkt    233  und daraus durch     Ver-          seifung    die freie     Aminoverbindung.  



  Process for the preparation of a p-amino-benzenesulfonamide. The subject of the present additional patent is a process for the preparation of the well-known 4-Am: ino-benzene-N ,, - (ss, ss-dimethyl-acroyl) - sulfonamides, which is characterized in that a 4-acylamino-benzene sulfonamides Fonsäurehalogenid with a .salz des ss, ss-dimethyl-aerylsäureamids and in the resulting 4-acylamino-benzene-N, - (ss, ss-dimethyl-acroyl)

      - sulfonamide saponifies the acylamino group to form a free amino group.



       Example: 10 parts of ss, ss-T) imethyl acrylamide are dissolved in 200 texes of absolute toluene, mixed with 4 parts of sodium amide and converted into the sodium salt by boiling for 1/2 hour. After obtaining, 23 parts of acetylsulfanilic acid chloride are added.

   The mixture is heated to boiling for 2 hours while stirring and the toluene is then distilled off with steam. The residue is dissolved in soda.

   Filtration, acidification and crystallization of the precipitated product from alcohol gives the N4-acetylamino-benzene-Nl- (ss, ss-dimethyl-acroyl) -sulphonamide with a melting point of 233 and from this the free amino compound by saponification.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung des bekannten 4-Amino-benzol-Nl-(fl,ss-dimethyl-acroyl)-sul- fonamides, dadureh gekennzeichnet, dass man ein 4-Acylamino-benzolsulfonsäurehalogenid mit einem Salz des ss,ss-Dimethyl-acrylsäure- amids umsetzt und im entstandenen 4-Acyl- amino-benzol - N1 - (ss,ss - dimethyl - acroyl) PATENT CLAIM: Process for the preparation of the known 4-amino-benzene-Nl- (fl, ss-dimethyl-acroyl) -sulphonamides, characterized in that a 4-acylamino-benzenesulfonic acid halide is mixed with a salt of ss, ss-dimethyl acrylic acid amide and in the resulting 4-acylamino-benzene - N1 - (ss, ss - dimethyl - acroyl) -sul- fonamid die Acylaminogruppe zur freien A.minogruppe verseift. -sulfonamide saponifies the acylamino group to form the free amino group.
CH245586D 1943-05-14 1943-05-14 Process for the preparation of a p-amino-benzenesulfonamide. CH245586A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH237880T 1943-05-14
CH245586T 1943-05-14

Publications (1)

Publication Number Publication Date
CH245586A true CH245586A (en) 1946-11-15

Family

ID=25728286

Family Applications (1)

Application Number Title Priority Date Filing Date
CH245586D CH245586A (en) 1943-05-14 1943-05-14 Process for the preparation of a p-amino-benzenesulfonamide.

Country Status (1)

Country Link
CH (1) CH245586A (en)

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