CH229744A - Process for the preparation of a benzene sulfamide derivative. - Google Patents

Process for the preparation of a benzene sulfamide derivative.

Info

Publication number
CH229744A
CH229744A CH229744DA CH229744A CH 229744 A CH229744 A CH 229744A CH 229744D A CH229744D A CH 229744DA CH 229744 A CH229744 A CH 229744A
Authority
CH
Switzerland
Prior art keywords
preparation
thiazole
sulfamide derivative
sulfamido
aminobenzene
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH229744A publication Critical patent/CH229744A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms
    • C07D277/52—Nitrogen atoms bound to hetero atoms to sulfur atoms, e.g. sulfonamides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Description

  

      Verfahren    zur Darstellung eines     Benzolsulfamidderivates.       Gegenstand des vorliegenden     Patentes     bildet ein Verfahren zur Darstellung des im  Patent Nr. 210425 beschriebenen     Benzolsulf-          amidderivates,    welches dadurch gekennzeich  net ist, dass man     2-(p-Aminobenzolsulf-          amido)-thiazol-5-carbonsäure    mit     decarboxy-          lierenden        Mitteln    behandelt.    <I>Beispiel 1:</I>  10 Teile     2-(p-Aminobenzolsulfamido)-thi-          azol-5-carbonsäure    (erhalten z.

   B. durch Um  setzung von     p-Acetaminobenzolsulfochlorid     mit     2-Aminothiazol-5-carbonsäureäthylester     und nachträgliche     Verseifung)    werden im  Ölbad auf 180-190  erwärmt und so lange  bei dieser Temperatur belassen, bis die       Decarboxylierung    beendet ist. Das so erhal  tene     2-(p-Aminobenzolsulfamido)-thiazol    wird  aus Wasser umkristallisiert. F. 202-203 .  



  <I>Beispiel 2:</I>  10 Teile     2-(p-Aminobenzolsulfamido)-thi-          azol-5-carbonsäure    werden in     ln-Natronlauge     neutral gelöst und längere Zeit bei einer    Temperatur von 20-80  stehengelassen. Es  scheiden sich     Kristalle    von     2-(p-Aminoben-          zolsulfamido)-thiazol    von grosser     Reinheit     und in guter Ausbeute ab, die aus Alkohol  umkristallisiert werden. F. 202-208 .  



  <I>Beispiel 3:</I>  10 Teile     2-(p-Aminobenzolsulfamido)-thi-          azol-5-carbonsäure    werden in 60 Teilen     Nitro-          benzol    suspendiert und bis zur Beendigung  der     Kohlensäureentwicklung    am     Rückfluss     gekocht. Man lässt abkühlen, filtriert das aus  geschiedene     2-(p-Aminobenzol-sulfamido)-thi-          azol    ab und kristallisiert aus 50 %     igem    Alko  hol um. F. 202-203 .



      Process for the preparation of a benzenesulfamide derivative. The subject of the present patent is a process for the preparation of the benzenesulfamide derivative described in patent no. 210425, which is characterized in that 2- (p-aminobenzenesulfamido) thiazole-5-carboxylic acid is treated with decarboxylating agents. <I> Example 1: </I> 10 parts of 2- (p-aminobenzene sulfamido) -thiazole-5-carboxylic acid (obtained e.g.

   B. by implementation of p-acetaminobenzene sulfochloride with 2-aminothiazole-5-carboxylic acid ethyl ester and subsequent saponification) are heated in an oil bath to 180-190 and left at this temperature until the decarboxylation is complete. The 2- (p-aminobenzene sulfamido) thiazole thus obtained is recrystallized from water. F. 202-203.



  Example 2: 10 parts of 2- (p-aminobenzene-sulfamido) -thiazole-5-carboxylic acid are dissolved in neutral sodium hydroxide solution and left to stand for a long time at a temperature of 20-80. Crystals of 2- (p-aminobenzenesulfamido) thiazole of great purity and good yield separate out and are recrystallized from alcohol. F. 202-208.



  <I> Example 3: </I> 10 parts of 2- (p-aminobenzene sulfamido) thiazole-5-carboxylic acid are suspended in 60 parts of nitrobenzene and refluxed until the evolution of carbonic acid has ended. It is allowed to cool, the separated 2- (p-aminobenzene-sulfamido) -thiazole is filtered off and recrystallized from 50% alcohol. F. 202-203.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung des im Patent Nr. 210425 beschriebenen Benzolsulfamid- derivates, dadurch gekennzeichnet, dass man 2 - (p - Aminobenzolsulf amido) - thiazol - 5 - car- bonsäure mit decarboxylierenden Mitteln be handelt. PATENT CLAIM: Process for the preparation of the benzenesulfamide derivative described in patent no. 210425, characterized in that 2 - (p - aminobenzene sulfamido) - thiazole - 5 - carboxylic acid is treated with decarboxylating agents.
CH229744D 1940-04-30 1940-04-30 Process for the preparation of a benzene sulfamide derivative. CH229744A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH229744T 1940-04-30

Publications (1)

Publication Number Publication Date
CH229744A true CH229744A (en) 1943-11-15

Family

ID=4456267

Family Applications (1)

Application Number Title Priority Date Filing Date
CH229744D CH229744A (en) 1940-04-30 1940-04-30 Process for the preparation of a benzene sulfamide derivative.

Country Status (1)

Country Link
CH (1) CH229744A (en)

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