CH229792A - Process for the preparation of a derivative of p-aminobenzenesulfonamide. - Google Patents

Process for the preparation of a derivative of p-aminobenzenesulfonamide.

Info

Publication number
CH229792A
CH229792A CH229792DA CH229792A CH 229792 A CH229792 A CH 229792A CH 229792D A CH229792D A CH 229792DA CH 229792 A CH229792 A CH 229792A
Authority
CH
Switzerland
Prior art keywords
aminobenzenesulfonamide
derivative
preparation
dicyandiamide
melt
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 CH229792A publication Critical patent/CH229792A/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
    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52—Y being a hetero atom
    • C07C311/64—X and Y being nitrogen atoms, e.g. N-sulfonylguanidine

Landscapes

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

Description

  

  Verfahren zur Darstellung eines Abkömmlings des     p-Aminobenzolsulfonamids.       Die Erfindung betrifft ein Verfahren  zur Darstellung eines Derivates des     p-Amino-          benzolsulfonamids,    nämlich des bekannten       p-Aminobenzol-sulfonyl-guanidins,    welches  weisse Kristalle vom Schmelzpunkt 188 bis  l89  C bildet und als Heilmittel gegen In  fektionen verwendbar ist.

   Das Verfahren ist  dadurch gekennzeichnet, dass man     p-Amino-          benzolsulfonamid    und     Dicyandiamid    in der  Hitze aufeinander einwirken lässt, wobei man  die beiden Ausgangsstoffe zweckmässig im  Mengenverhältnis von 1 Molekül     Dicyan-          diamid    zu 2 Molekülen     p-Aminobenzolsulfon-          amid    zur Reaktion bringt.  



       Ausführungsbeispiel:     In 34,5 g geschmolzenes     p-Aminobenzol-          sulfonamid    werden 8,4 g fein     gepulvertes          Dieyandiamid    eingerührt. Die Schmelze wird  sodann während 7 Stunden auf einer Tem  peratur von 160  C gehalten. Nach dem Er  kalten wird die Reaktionsmasse in heissem  Wasser gelöst, die Lösung mit Tierkohle be-    handelt und filtriert. Beim Erkalten kristalli  siert das     p-Aminobenzol-sulfonyl-guanidin    in  feinen, weissen Blättchen aus, die, in Über  einstimmung mit der Literatur, bei     189'C     schmelzen. Ausbeute: 21 g oder 98 % d.     Th.  



  Process for the preparation of a derivative of p-aminobenzenesulfonamide. The invention relates to a method for the preparation of a derivative of p-amino benzenesulfonamide, namely the known p-aminobenzene-sulfonyl-guanidine, which forms white crystals with a melting point of 188 to 189 C and can be used as a remedy for infections.

   The process is characterized in that p-aminobenzenesulphonamide and dicyandiamide are allowed to act on one another in the heat, the two starting materials expediently being reacted in a proportion of 1 molecule of dicyandiamide to 2 molecules of p-aminobenzenesulphonamide.



       Exemplary embodiment: 8.4 g of finely powdered dieyandiamide are stirred into 34.5 g of molten p-aminobenzenesulfonamide. The melt is then held at a temperature of 160 ° C. for 7 hours. After cooling, the reaction mass is dissolved in hot water, the solution is treated with animal charcoal and filtered. On cooling, the p-aminobenzene-sulfonyl-guanidine crystallizes out in fine, white flakes which, in accordance with the literature, melt at 189 ° C. Yield: 21 g or 98% of theory. Th.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Abkömm lings des p-Aminobenzolsulfonamids, da durch gekennzeichnet, dass man p-Amino- benzolsulfonamid und Dicyandiamid in der Hitze aufeinander einwirken lässt, so dass sich p-Aminobenzol-sulfonyl-guanidin bildet. UNTERANSPRüCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die beiden Ausgangsstoffe zusammenschmilzt. 2. PATENT CLAIM: Process for the preparation of a derivative of p-aminobenzenesulfonamide, characterized in that p-aminobenzenesulfonamide and dicyandiamide are allowed to act on one another in the heat, so that p-aminobenzene-sulfonyl-guanidine is formed. SUBClaims 1. Method according to patent claim, characterized in that the two starting materials are melted together. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Aus gangsstoffe im Mengenverhältnis von 1 Mole kül Dicyandiamid zu 2 Molekülen p-Amino- benzolsulfonamid aufeinander einwirken lässt. 3. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man die Schmelze 7 Stunden auf 160 C erhitzt. 4. Verfahren nach Patentanspruch und Unteranspruch 1, dadurch gekennzeichnet, dass man zuerst das p-Aminobenzolsulfon- amid schmilzt und in die Schmelze das Dicvandiamid einträgt. Process according to claim, characterized in that the starting materials are allowed to act on one another in a proportion of 1 mol of dicyandiamide to 2 molecules of p-aminobenzenesulfonamide. 3. The method according to claim and dependent claim 1, characterized in that the melt is heated to 160 C for 7 hours. 4. The method according to claim and dependent claim 1, characterized in that the p-aminobenzene sulfonamide is first melted and the dicvandiamide is introduced into the melt.
CH229792D 1942-10-30 1942-10-30 Process for the preparation of a derivative of p-aminobenzenesulfonamide. CH229792A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH229792T 1942-10-30
CH227266T 1943-10-13

Publications (1)

Publication Number Publication Date
CH229792A true CH229792A (en) 1943-11-15

Family

ID=25727073

Family Applications (1)

Application Number Title Priority Date Filing Date
CH229792D CH229792A (en) 1942-10-30 1942-10-30 Process for the preparation of a derivative of p-aminobenzenesulfonamide.

Country Status (1)

Country Link
CH (1) CH229792A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1036249B (en) * 1954-02-10 1958-08-14 Chemie Linz Ag Process for the preparation of p-aminobenzenesulfonylguanidine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1036249B (en) * 1954-02-10 1958-08-14 Chemie Linz Ag Process for the preparation of p-aminobenzenesulfonylguanidine

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