CH239169A - Process for the preparation of a sulfonamide. - Google Patents

Process for the preparation of a sulfonamide.

Info

Publication number
CH239169A
CH239169A CH239169DA CH239169A CH 239169 A CH239169 A CH 239169A CH 239169D A CH239169D A CH 239169DA CH 239169 A CH239169 A CH 239169A
Authority
CH
Switzerland
Prior art keywords
preparation
aminobenzene
sulfonamide
sulfonyl
guanidine
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Cilag Chemisch Laboratorium
Original Assignee
Cilag Chemisches Ind Lab Ag
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 Cilag Chemisches Ind Lab Ag filed Critical Cilag Chemisches Ind Lab Ag
Publication of CH239169A publication Critical patent/CH239169A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/69—Benzenesulfonamido-pyrimidines

Landscapes

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

Description

  

  Verfahren zur Darstellung eines Sulfonamides.    Die Erfindung betrifft ein     eigenartiges     Verfahren zur Darstellung des bekannten,  als Heilmittel' verwendbaren     2-(p-Amino-          benzol    -     sulf        onylamino)    -4,6-     dimethyl-pyrimi-          dins.    Das Verfahren zur Gewinnung dieses  Sulfonamides ist dadurch gekennzeichnet,  dass man     p-Aminobenzol-sulfonyl-guanidin     mit     Acetylaceton    kondensiert.  



  Zur erfindungsgemässen Darstellung des  2 - (p -     Aminobenzol    -     sulf        onylamino)    - 4,6 -     di        -          methyl-pyrimidins    verfährt man beispiels  weise folgendermassen:  Eine Mischung von 21,4 g     p-Amino-          benzol-sulfonyl-guanidin    und 10 g     Acetyl-          aceton        wird    im Druckgefäss unter Rühren 6  Stunden auf 170  erhitzt.

   Das Reaktions  gemisch wird mit kalter,     doppeltnormaler     Natronlauge behandelt, wobei unverändertes       p-Aminobenzol-sulfonyl-guanidin    ungelöst  bleibt. Aus der filtrierten Lösung wird    durch Zusatz von Säure bis zu einem     pg    von  6,5 das     2-(p-Aminobenzol-sulfonylamino)-          4,6-dimethyl-pyrimidin    ausgefällt. Ausbeute:  22,9 g oder 63,5     %    der Theorie.



  Process for the preparation of a sulfonamide. The invention relates to a peculiar process for the preparation of the known 2- (p-aminobenzene-sulfonylamino) -4,6-dimethylpyrimidine which can be used as a remedy. The process for obtaining this sulfonamide is characterized in that p-aminobenzene-sulfonyl-guanidine is condensed with acetylacetone.



  To prepare the 2 - (p - aminobenzene - sulfonylamino) - 4,6 - dimethylpyrimidine, for example, the following procedure is used: A mixture of 21.4 g of p-aminobenzene-sulfonyl-guanidine and 10 g of acetyl - Acetone is heated to 170 in a pressure vessel for 6 hours while stirring.

   The reaction mixture is treated with cold, double normal sodium hydroxide solution, unchanged p-aminobenzene-sulfonyl-guanidine remaining undissolved. The 2- (p-aminobenzene-sulfonylamino) - 4,6-dimethyl-pyrimidine is precipitated from the filtered solution by adding acid up to a pg of 6.5. Yield: 22.9 g or 63.5% of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Sulfon amides, dadurch gekennzeichnet, dass man p-Aminobenzol-sulf onyl-guanidin mit Acetyl- aceton zum 2 - (p - Aminobenzol - sulf onyl- amino)-4,6-dimethyl-pyrimidin kondensiert.: UNTERANSPRTTCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Kondensation im Druckgefäss bei 170 C vornimmt. PATENT CLAIM: Process for the preparation of a sulfon amide, characterized in that p-aminobenzene-sulfonyl-guanidine is condensed with acetyl-acetone to form 2 - (p-aminobenzene-sulfonyl-amino) -4,6-dimethyl-pyrimidine: SUBSEQUENTLY: Method according to claim, characterized in that the condensation is carried out in the pressure vessel at 170 C.
CH239169D 1943-03-13 1943-03-13 Process for the preparation of a sulfonamide. CH239169A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH239169T 1943-03-13
CH226118T 1943-08-20

Publications (1)

Publication Number Publication Date
CH239169A true CH239169A (en) 1945-09-15

Family

ID=25726966

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239169D CH239169A (en) 1943-03-13 1943-03-13 Process for the preparation of a sulfonamide.

Country Status (1)

Country Link
CH (1) CH239169A (en)

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