CH199676A - Process for the preparation of a substituted thiazolecarboxamide. - Google Patents

Process for the preparation of a substituted thiazolecarboxamide.

Info

Publication number
CH199676A
CH199676A CH199676DA CH199676A CH 199676 A CH199676 A CH 199676A CH 199676D A CH199676D A CH 199676DA CH 199676 A CH199676 A CH 199676A
Authority
CH
Switzerland
Prior art keywords
thiazole
reaction
dicarboxylic acid
diethylamine
substituted
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 CH199676A publication Critical patent/CH199676A/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
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines substituierten     Thiazolearbonsäureamides.       Gegenstand der vorliegenden Erfindung  bildet ein Verfahren zur Herstellung eines  substituierten     Thiazolearbo@nsäureamids,        wel-          ches    dadurch. gekennzeichnet ist, dass man  auf eine Verbindung, .die das Radikal .der  Formel  
EMI0001.0005     
    besitzt, wie z. B.     Thiazol-4,5-,dicarbonsäure,     ihre     iSalze,        Hadogenide,    Ester oder ihr An  hydrid,     Diäthylamin    einwirken lässt.  



  Das so     .gewonnene        Thiazol-4,5=dicarbon-          säure-bis-,diäthyla.mid    bildet     Kristalle    vom  F. 44  .  



  Die neue     Verbindung    soll therapeutische  Verwendung finden.  



  <I>Beispiel:</I>  210 Teile     Thiazol    - 4,5 -     ,dicarbonsäuredi-          chlorid        (dargestellt    aus     Thiazol-4,5,dicarbon-          säure    durch Erwärmen     mit        Thionylchlorid)       erhitzt man mit 110 Teilen     Diäthylamin-          hydroehlorid,    aus dem     sich    während der       Reaktion        Diäthylamin        bildet,    während zwei       .Stunden    auf<B>160'</B> C.

   Die     erhaltene    :Schmelze  wird in Wasser gelöst,     mit        konzentrierter          Alkalilauge    versetzt und mit Äther ausge  schüttelt. Die ätherische     Lösung        wind    über       Atzkali        getrocknet,    eingedampft und durch       Destillation    ,des Rückstandes     Thiazol-4,5-di-          carbonsäure    - bis     -,diäthylamid    vom F. 44         (karr.)    erhalten.

   Die Umsetzung kann auch  in Gegenwart von     Kondensationsmitteln,    so  wie von säurebindenden     Mitteln    vorgenom  men werden.  



  An Stelle von     Diäthylaminhydrochlorid     kann ebensogut ein anderes Salz oder     Di-          äthylamin    selbst     verwendet    werden.



  Process for the preparation of a substituted thiazolearboxamide. The subject matter of the present invention is a process for the production of a substituted thiazolearbo @ nsäureamids, which thereby. is characterized by referring to a compound that contains the radical of the formula
EMI0001.0005
    owns such. B. thiazole-4,5-, dicarboxylic acid, its iSalts, hadogenides, esters or their hydride, diethylamine can act.



  The thiazole-4,5 = dicarboxylic acid-bis-, diethyla.mid obtained in this way forms crystals of F. 44.



  The new compound should find therapeutic use.



  <I> Example: </I> 210 parts of thiazole 4,5 dicarboxylic acid dichloride (prepared from thiazole 4,5 dicarboxylic acid by heating with thionyl chloride) are heated with 110 parts of diethylamine hydrochloride, from which During the reaction diethylamine forms, for two hours to <B> 160 '</B> C.

   The obtained: melt is dissolved in water, mixed with concentrated alkali and shaken out with ether. The ethereal solution is dried over caustic potash, evaporated and, by distillation, the residue thiazole-4,5-dicarboxylic acid - bis -, diethylamide from F. 44 (Karr.) Obtained.

   The reaction can also be carried out in the presence of condensing agents, such as acid-binding agents.



  Instead of diethylamine hydrochloride, another salt or diethylamine itself can just as well be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines substi tuierten Thiazolcarbonsäureamides, dadurch gekennzeichnet, dass man auf eine Verbin dung, die das Radikal der Formel EMI0002.0001 besitzt, Diäthylamin einwirken lässt. Das so gewonnene Thiazol-4,5-dicarbon- säure-bis-diäthylamid bildet Kristalle vorn F. 44 . Die neue Verbindung soll therapeutische Verwendung finden. <B>UNTERANSPRÜCHE:</B> 1. PATENT CLAIM: Process for the preparation of a substituted thiazolecarboxamide, characterized in that a compound containing the radical of the formula EMI0002.0001 owns, allows diethylamine to act. The thiazole-4,5-dicarboxylic acid-bis-diethylamide obtained in this way forms crystals at F. 44. The new compound should find therapeutic use. <B> SUBClaims: </B> 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung ein 1=Ialogenid der Thiazol-4,5-dicarbon- säure verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung einen Ester der Thiazol-4,5-dicarbonsäure verwendet. 3. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung Thiazol - 4,5 - dicarbonsäureanhydrid ver wendet. Process according to patent claim, characterized in that a 1 = ialide of thiazole-4,5-dicarboxylic acid is used for the reaction. 2. The method according to claim, characterized in that an ester of thiazole-4,5-dicarboxylic acid is used for the reaction. 3. The method according to claim, characterized in that thiazole - 4,5 - dicarboxylic anhydride is used for the reaction. 4. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung ein Salz der Thiazol - 4,5 - dicarbonsäure verwendet. 5. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung Diäthylamin verwendet, das aus einem Salz des Diäthylamins erhalten wurde. Ei. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Reaktion in Gegenwart eines Kondensationsmittels iusführt. 4. The method according to claim, characterized in that a salt of thiazole - 4,5 - dicarboxylic acid is used for the reaction. 5. The method according to claim, characterized in that diethylamine is used for the reaction, which was obtained from a salt of diethylamine. Egg. Process according to claim, characterized in that the reaction is carried out in the presence of a condensing agent.
CH199676D 1936-06-20 1936-06-20 Process for the preparation of a substituted thiazolecarboxamide. CH199676A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH199676T 1936-06-20
CH192930T 1943-03-03

Publications (1)

Publication Number Publication Date
CH199676A true CH199676A (en) 1938-08-31

Family

ID=25722352

Family Applications (1)

Application Number Title Priority Date Filing Date
CH199676D CH199676A (en) 1936-06-20 1936-06-20 Process for the preparation of a substituted thiazolecarboxamide.

Country Status (1)

Country Link
CH (1) CH199676A (en)

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