CH235937A - Process for the preparation of a furancarboxamide. - Google Patents

Process for the preparation of a furancarboxamide.

Info

Publication number
CH235937A
CH235937A CH235937DA CH235937A CH 235937 A CH235937 A CH 235937A CH 235937D A CH235937D A CH 235937DA CH 235937 A CH235937 A CH 235937A
Authority
CH
Switzerland
Prior art keywords
sep
methyl
acid
preparation
furan
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 CH235937A publication Critical patent/CH235937A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Furan Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines     Furanearbonsäureamides.     
EMI0001.0002     
  
    Gegenstand <SEP> des <SEP> vorliegenden <SEP> Zusatz  patentes <SEP> ist <SEP> ein <SEP> Verfahren <SEP> zur <SEP> Darstellung
<tb>  eines <SEP> Furancaxbonsäureamids, <SEP> welches <SEP> da  durch <SEP> ;gekennzeichnet <SEP> ist, <SEP> dass, <SEP> ein <SEP> 2- <SEP> VMethyl  furan.,.5-es:s#igsäure-3--.carbo#usäure-dihalogemd
<tb>  mit <SEP> einm <SEP> Salz <SEP> des <SEP> Diäthylamins, <SEP> zur <SEP> Reak  tion <SEP> gebracht <SEP> wird. <SEP> Das <SEP> entstandene <SEP> 2-Methyl  f <SEP> uran-5-@es@sigs.äure-3-carbansäuxe-bis-@diäthyli
<tb>  amid <SEP> ist <SEP> ein <SEP> schwach <SEP> gelb <SEP> gefärbtes, <SEP> mit
<tb>  Wasser <SEP> in <SEP> allen <SEP> Verhältnissen <SEP> mischbares
<tb>  01;

   <SEP> welches <SEP> bei <SEP> 0,5 <SEP> mm <SEP> bei <SEP> 185  <SEP> siedet, <SEP> und
<tb>  als <SEP> Arzneimittel <SEP> Verwendung <SEP> finden <SEP> soll.       <I>Beispiel:</I>    22     Teile-2-M.ethyl=furan-5-eseig-3-carbon-          säure-dichlorid        erhitzt    man mit 20     Teilen        Di-          äthylaminch#loxhydrat    während 2     Stunden     auf etwa 160 .

       Die    erhaltene Schmelze     wird     in     Wasser        gelöst,    mit     Alkalilauge    versetzt       und    mit     Äther    ausgeschüttelt.

   Die     ätherische          Lösung    wird     getrocknet,    eingedampft und         durch        Destillation        gereinigt.    Das     entstandene          2-Methyl-furan-5-estsig-3-earbonsäure-bs-di-          äthylamid        destilliert    als schwach gelb     .ge-          färbtes    01 bei 0,5 mm bei 185 .

   Es ist     in     jedem     Verhältnis    mit Wasser mischbar:  Das     D.ibromid    der     2-Methyl-furan-5--          essigsäure-3-carbonsäure        fübxt    nach obiger  Reaktion zur gleichen     Verbindung.  



  Process for the preparation of a furanic acid amide.
EMI0001.0002
  
    The subject <SEP> of the <SEP> present <SEP> additional patent <SEP> is <SEP> a <SEP> method <SEP> for <SEP> representation
<tb> of a <SEP> furancaxboxamide, <SEP> which <SEP> is characterized by <SEP>; <SEP>, <SEP> that, <SEP> a <SEP> 2- <SEP> VMethyl furan.,. 5-es: s # igsäure-3 -. Carbo # usic acid-dihalogen
<tb> with <SEP> a <SEP> salt <SEP> of the <SEP> diethylamine, <SEP> is brought to the <SEP> reaction <SEP> <SEP>. <SEP> The <SEP> resulting <SEP> 2-methyl f <SEP> uran-5- @ es @ sigs.äure-3-carbansäuxe-bis- @ diethyli
<tb> amid <SEP> is <SEP> a <SEP> weakly <SEP> yellow <SEP> colored, <SEP> with
<tb> Water <SEP> miscible in <SEP> all <SEP> ratios <SEP>
<tb> 01;

   <SEP> which <SEP> at <SEP> 0.5 <SEP> mm <SEP> at <SEP> 185 <SEP> boils, <SEP> and
<tb> as <SEP> drug <SEP> use <SEP> <SEP> should. <I> Example: </I> 22 parts-2-methyl-furan-5-esig-3-carboxylic acid dichloride are heated with 20 parts diethylamine chloxhydrate to about 160 for 2 hours.

       The resulting melt is dissolved in water, mixed with alkali and extracted with ether.

   The ethereal solution is dried, evaporated and purified by distillation. The resulting 2-methyl-furan-5-estsig-3-carboxylic acid-β-diethylamide distills as a pale yellow colored oil at 0.5 mm at 185.

   It is miscible with water in any ratio: The dibromide of 2-methyl-furan-5-acetic acid-3-carboxylic acid fübxt after the above reaction to the same compound.

Claims (1)

PATENTANSPRUCH: EMI0001.0036 Verfahren <SEP> zur <SEP> Darstellung <SEP> eines <SEP> h\uran carbonsäureamids, <SEP> dadurch <SEP> gekennzeichnet, <tb> dass <SEP> 2-Methyl-fuTan-5-essigsäure-3-carbon säuredihal.ogenid <SEP> mit <SEP> einem <SEP> Salz <SEP> des <SEP> Diäthyl amnus <SEP> zur <SEP> Reaktion <SEP> gebracht <SEP> wird. <SEP> Das <SEP> ent standene <SEP> 2 <SEP> - <SEP> Methyl <SEP> - <SEP> furan <SEP> - <SEP> 5 <SEP> - <SEP> essigsäure- <SEP> 3 <SEP> ,earbonsäüre-bis!-diäthylamid <SEP> ist <SEP> .ein <SEP> schwach <tb> gelb <SEP> gefärbtes; <SEP> mit <SEP> Wasser <SEP> in <SEP> allen <SEP> Verhält nissen. <SEP> mischbares <SEP> 01, <SEP> welches <SEP> bei <SEP> 0,5 <SEP> mm <SEP> bei <tb> 185 <SEP> siedet, <SEP> und <SEP> als <SEP> Axzneimittel <SEP> Verwen dung <SEP> finden <SEP> soll. PATENT CLAIM: EMI0001.0036 Method <SEP> for <SEP> representation <SEP> of a <SEP> urane carboxamide, <SEP> marked with <SEP>, <tb> that <SEP> 2-methyl-fuTan-5-acetic acid-3-carbon acid dihalogenide <SEP> with <SEP> a <SEP> salt <SEP> of <SEP> diethyl amnus <SEP> for <SEP > Response <SEP> is brought <SEP>. <SEP> The <SEP> created <SEP> 2 <SEP> - <SEP> Methyl <SEP> - <SEP> furan <SEP> - <SEP> 5 <SEP> - <SEP> acetic acid- <SEP> 3 <SEP>, earbonic acid-bis! -Diethylamide <SEP> is <SEP> .a <SEP> weak <tb> yellow <SEP> colored; <SEP> with <SEP> water <SEP> in <SEP> all <SEP> ratios. <SEP> mixable <SEP> 01, <SEP> which <SEP> for <SEP> 0.5 <SEP> mm <SEP> for <tb> 185 <SEP> is boiling, <SEP> and <SEP> as <SEP> Axzneimmittel <SEP> <SEP> should be used <SEP>.
CH235937D 1939-12-02 1939-12-02 Process for the preparation of a furancarboxamide. CH235937A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH226786T 1939-12-02
CH235937T 1939-12-02

Publications (1)

Publication Number Publication Date
CH235937A true CH235937A (en) 1944-12-31

Family

ID=25727029

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235937D CH235937A (en) 1939-12-02 1939-12-02 Process for the preparation of a furancarboxamide.

Country Status (1)

Country Link
CH (1) CH235937A (en)

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