CH235941A - Process for the preparation of a furancarboxamide. - Google Patents

Process for the preparation of a furancarboxamide.

Info

Publication number
CH235941A
CH235941A CH235941DA CH235941A CH 235941 A CH235941 A CH 235941A CH 235941D A CH235941D A CH 235941DA CH 235941 A CH235941 A CH 235941A
Authority
CH
Switzerland
Prior art keywords
sep
methyl
carboxylic acid
furan
furancarboxamide
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 CH235941A publication Critical patent/CH235941A/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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Furancarbonsäureamides.     
EMI0001.0002     
  
    Gegenstand <SEP> des <SEP> vorliegenden <SEP> Zusatz  patentes <SEP> ist <SEP> ein <SEP> Verfahren <SEP> zur <SEP> Darstellung
<tb>  eines <SEP> Furancarbousäureamids, <SEP> welches <SEP> da  dunch <SEP> gekennzeichnet <SEP> ist, <SEP> dass <SEP> das <SEP> Diäthyl  aminrsalz <SEP> der <SEP> 2-Methyl-furan-5-@ese@gsäurer
<tb>  3!-car'bonsäure <SEP> mit <SEP> einem <SEP> wasserabspaltenden
<tb>  Derivat <SEP> der <SEP> Phosphorsäure <SEP> zur <SEP> Reaktion <SEP> ge  bracht <SEP> wird. <SEP> Das <SEP> entstandene <SEP> 2-Methyl  fu;

  ran.-5-essi,gsäure-3-ca@bonsäure-bis-dzäthyl  amid <SEP> ist <SEP> ein <SEP> schwach <SEP> gelb <SEP> gefärbtes, <SEP> mit
<tb>  Wasser <SEP> in <SEP> allen <SEP> Verhältnissen <SEP> miss.chbares <SEP> 01,
<tb>  welches <SEP> bei <SEP> 0,5 <SEP> mm <SEP> bei <SEP> 185  <SEP> siedet.
<tb>  



  Vorteilhaft <SEP> kann <SEP> die <SEP> Reaktion <SEP> in <SEP> Gegen  wart <SEP> eines <SEP> Lösungsmittels <SEP> ausgeführt <SEP> werden.
<tb>  Die <SEP> neue <SEP> Verbindung <SEP> soll <SEP> als <SEP> Arznei  mittel <SEP> Verwendung <SEP> finden.
<tb>  



  <I>Beispiel:</I>
<tb>  20 <SEP> Teile <SEP> 2-Methyl-furan-5-es8igeäure-3  carbonsäuTe <SEP> werden <SEP> in <SEP> das <SEP> Diäthylamiimalz
<tb>  umgewandelt <SEP> und <SEP> unter <SEP> Zusatz <SEP> von <SEP> 25 <SEP> Teilen
<tb>  Phosp#h-o#rogychlorid <SEP> -auf <SEP> etwa <SEP> 150  <SEP> erwärmt.
<tb>  Nach <SEP> beendigter <SEP> Umsetzung <SEP> nimmt <SEP> man <SEP> in     
EMI0001.0003     
  
    Äther <SEP> auf, <SEP> saugt <SEP> dann <SEP> vom <SEP> ungelösten <SEP> Di  äthylaminch.1orhydrat <SEP> ab, <SEP> um <SEP> hierauf <SEP> die
<tb>  ätherische <SEP> Lösung <SEP> mit <SEP> gesättigter <SEP> Pottasche  lösung <SEP> zu <SEP> behandeln. <SEP> Anschliessend <SEP> trocknet
<tb>  man <SEP> über <SEP> Natriumsulfat.

   <SEP> Nach <SEP> Verjagen <SEP> des
<tb>  Äthers <SEP> destilliert,das <SEP> 2-Methyl-fuTan-5-essig  3-carbonsäure-bis-idääthylamid <SEP> als <SEP> :schwach
<tb>  gelb <SEP> gefärbtes <SEP> 0.1 <SEP> bei <SEP> 0,,5 <SEP> mrm <SEP> bei <SEP> 185 . <SEP> Es <SEP> ist
<tb>  in <SEP> jedem. <SEP> Verhältnis <SEP> mit <SEP> Wasser <SEP> misiclibar.



  Process for the preparation of a furancarboxamide.
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> furancarbous acid amide, <SEP> which <SEP> because dunch <SEP> is marked <SEP>, <SEP> that <SEP> the <SEP> diethylamine salt <SEP> the <SEP> 2-methyl -furan-5- @ ese @ gsäurer
<tb> 3! -carboxylic acid <SEP> with <SEP> a <SEP> dehydrating
<tb> derivative <SEP> of <SEP> phosphoric acid <SEP> is brought to the <SEP> reaction <SEP> <SEP>. <SEP> The <SEP> resulting <SEP> 2-methyl fu;

  ran.-5-essi, gäur-3-ca @ bonsäure-bis-dzäthyl amid <SEP> is <SEP> a <SEP> slightly <SEP> yellow <SEP> colored, <SEP> with
<tb> Water <SEP> in <SEP> all <SEP> conditions <SEP> miss.chable <SEP> 01,
<tb> which <SEP> at <SEP> 0.5 <SEP> mm <SEP> at <SEP> 185 <SEP> boils.
<tb>



  Advantageously, <SEP> <SEP> the <SEP> reaction <SEP> can be carried out <SEP> in <SEP> presence <SEP> of a <SEP> solvent <SEP>.
<tb> The <SEP> new <SEP> connection <SEP> should be used <SEP> as a <SEP> medicinal product <SEP> <SEP>.
<tb>



  <I> Example: </I>
<tb> 20 <SEP> parts <SEP> 2-methyl-furan-5-es8ige acid-3 carboxylic acid <SEP> become <SEP> in <SEP> the <SEP> diethylamine
<tb> converted to <SEP> and <SEP> under <SEP> addition <SEP> of <SEP> 25 <SEP> parts
<tb> Phosp # h-o # rogychloride <SEP> - heated to <SEP> about <SEP> 150 <SEP>.
<tb> After <SEP> completed <SEP> implementation <SEP> <SEP> one <SEP> in
EMI0001.0003
  
    Ether <SEP> on, <SEP> sucks <SEP> then <SEP> from <SEP> undissolved <SEP> diethylaminech.1orhydrate <SEP>, <SEP> around <SEP> then <SEP> the
Treat <tb> ethereal <SEP> solution <SEP> with <SEP> saturated <SEP> potash solution <SEP> to <SEP>. <SEP> Then <SEP> dries
<tb> man <SEP> over <SEP> sodium sulfate.

   <SEP> After <SEP> drive away <SEP> the
<tb> ether <SEP> distilled, the <SEP> 2-methyl-fuTan-5-vinegar 3-carboxylic acid-bis-idääthylamid <SEP> as <SEP>: weak
<tb> yellow <SEP> colored <SEP> 0.1 <SEP> at <SEP> 0,, 5 <SEP> mrm <SEP> at <SEP> 185. <SEP> It is <SEP>
<tb> in <SEP> each. <SEP> ratio <SEP> with <SEP> water <SEP> misiclibar.

Claims (1)

EMI0001.0004 PATENTANSPRUCH: <tb> Verfahren <SEP> zur <SEP> Darstellung <SEP> eines <SEP> Furan carbonsäureamids, <SEP> dadurch <SEP> gekennzeichnet, <tb> dass <SEP> das <SEP> Diäthylaminsalz <SEP> der <SEP> 2-Methyl-furan 5-essigsäurü-.3-carbonsäure <SEP> mit <SEP> einem <SEP> wasser abspaltenden <SEP> Derivat <SEP> der <SEP> Phosphorsäure <SEP> zurr <tb> Reaktion <SEP> gebracht <SEP> wird. <SEP> Das <SEP> entstandene <tb> 2 <SEP> -Methyl <SEP> -f <SEP> uran@@ <SEP> 5 <SEP> -,essigs@äurd <SEP> @3# <SEP> carbonsäure bis-idiäthylamzd <SEP> ist <SEP> ein <SEP> schwach <SEP> gelb <SEP> gefärb tes, <SEP> mit <SEP> Wasser <SEP> in <SEP> allen <SEP> Verhältnissen <tb> mi6,chbares <SEP> Öl, <SEP> welches <SEP> bei <SEP> 0,5 <SEP> mm <SEP> bei <SEP> 185 <tb> siedet, <SEP> und <SEP> als <SEP> Arzneimittel <SEP> Verwendung <tb> finden <SEP> soll. EMI0001.0004 PATENT CLAIM: <tb> Method <SEP> for <SEP> representation <SEP> of a <SEP> furan carboxamide, <SEP> characterized by <SEP>, <tb> that <SEP> the <SEP> diethylamine salt <SEP> of <SEP> 2-methyl-furan 5-acetic acid-3-carboxylic acid <SEP> with <SEP> a <SEP> dehydrating <SEP> derivative < SEP> of <SEP> phosphoric acid <SEP> back <tb> Response <SEP> is brought to <SEP>. <SEP> The <SEP> created <tb> 2 <SEP> -Methyl <SEP> -f <SEP> uran @@ <SEP> 5 <SEP> -, acetic @ äurd <SEP> @ 3 # <SEP> carboxylic acid bis-idiäthylamzd <SEP> is < SEP> a <SEP> slightly <SEP> yellow <SEP> colored, <SEP> with <SEP> water <SEP> in <SEP> all <SEP> ratios <tb> mi6, selectable <SEP> oil, <SEP> which <SEP> for <SEP> 0.5 <SEP> mm <SEP> for <SEP> 185 <tb> boiling, <SEP> and <SEP> as <SEP> drug <SEP> use <tb> should find <SEP>.
CH235941D 1939-12-02 1939-12-02 Process for the preparation of a furancarboxamide. CH235941A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH226786T 1939-12-02
CH235941T 1939-12-02

Publications (1)

Publication Number Publication Date
CH235941A true CH235941A (en) 1944-12-31

Family

ID=25727033

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235941D CH235941A (en) 1939-12-02 1939-12-02 Process for the preparation of a furancarboxamide.

Country Status (1)

Country Link
CH (1) CH235941A (en)

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