CH141804A - Process for the preparation of a compound of isopropylallylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone. - Google Patents

Process for the preparation of a compound of isopropylallylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone.

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Publication number
CH141804A
CH141804A CH141804DA CH141804A CH 141804 A CH141804 A CH 141804A CH 141804D A CH141804D A CH 141804DA CH 141804 A CH141804 A CH 141804A
Authority
CH
Switzerland
Prior art keywords
sep
dimethyl
phenyl
acid
pyrazolone
Prior art date
Application number
Other languages
German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH141804A publication Critical patent/CH141804A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
    • C07D231/26—1-Phenyl-3-methyl-5- pyrazolones, unsubstituted or substituted on the phenyl ring

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

Description

  

  Verfahren zur Darstellung einer Verbindung von     Isopropylallylbarbitursäure    mit       1-Phenyl-2,3-dimethyl-4-dimethylamino-6-pyrazolon.     
EMI0001.0003     
  
    Es <SEP> wurde <SEP> gefün@d@en, <SEP> :dass' <SEP> man <SEP> zu <SEP> einer
<tb>  Vetbind,ung <SEP> von <SEP> Isopropyla.llylibarbitursäure
<tb>  mit <SEP> 1-Phenyl-?,3-,drimethyl=4-,dimethylamino  5-pyrazolongelangen <SEP> kann:, <SEP> wenn. <SEP> man <SEP> mole  kulare <SEP> Mengen <SEP> eines <SEP> Salzes <SEP> der <SEP> Iso:propyl  allylbar@bitursäure <SEP> und <SEP> eines <SEP> .Salzes <SEP> :des <SEP> 1  Phenyl-2,3-,di:methyl- <SEP> 4 <SEP> -idim,ethylia,mino-5-py  razolons <SEP> in <SEP> einem <SEP> Lösungsmittel <SEP> aufeinander
<tb>  einwirken <SEP> lässt.
<tb>  



  Zur <SEP> Ausführung <SEP> dieser <SEP> doppelten <SEP> Um  setzung <SEP> .hat <SEP> sich <SEP> eine <SEP> aesättIgte <SEP> wässerige
<tb>  Lösung <SEP> von <SEP> 1 <SEP> - <SEP> Phenyl <SEP> - <SEP> ?,3 <SEP> -,dimethyl <SEP> - <SEP> 4 <SEP> - <SEP> di  methylamin.o-5-pyrazolon <SEP> als <SEP> Lösungsmittel
<tb>  be:3onders <SEP> bewährt.
<tb>  



  Auf <SEP> diesem <SEP> Wege <SEP> wird <SEP> die <SEP> Verbindung
<tb>  in <SEP> völlig <SEP> farblosen <SEP> Kristallnadeln <SEP> vorn
<tb>  Schmelzpunkt <SEP> 97 <SEP>   <SEP> erhalten; <SEP> sie <SEP> enthält
<tb>  weder <SEP> den <SEP> basischen <SEP> Rest <SEP> :des <SEP> hanbitursauren
<tb>  Salzes, <SEP> noch <SEP> den <SEP> sauren <SEP> Rest <SEP> ides <SEP> Pyrazolon  sal@zes.
<tb>  



  Die <SEP> neue <SEP> Verbindung <SEP> ist <SEP> in <SEP> Alkohol, <SEP> Me  thy <SEP> la,lkohol <SEP> und <SEP> Äther <SEP> leicht, <SEP> in <SEP> Wasser
<tb>  >zchwer <SEP> löslich. <SEP> Sie <SEP> besitzt <SEP> gleichzeitig <SEP> hyp-            notische    und     anal,getische    Eigenschaften und       soll    in der Therapie     verwendiet    werden.

    
EMI0001.0008     
  
    <I>Beispiel:</I>     
EMI0001.0009     
  
    232 <SEP> Teile <SEP> iso(propyl:a.1157lb@arbiturs:aure!s <SEP> N:a  triu.m <SEP> werden <SEP> in <SEP> ider <SEP> eben <SEP> hinreichenden
<tb>  Menge <SEP> einer <SEP> igesättigten, <SEP> wässerigen <SEP> Lösung
<tb>  von <SEP> 1-Phenyl-2,3-@dim-ethyl-4-idim.ethyla@mino  5-pirazolon <SEP> gelöst <SEP> und <SEP> unter <SEP> Turbinieren
<tb>  langsam <SEP> mit <SEP> einer <SEP> Lösung <SEP> von <SEP> 268 <SEP> Teilen
<tb>  1-Phenyi-2,3-:

  dimethyl-4-,dmethyl- <SEP> 5 <SEP> -pyrazo  lon <SEP> in <SEP> 1000 <SEP> Teilen <SEP> einer <SEP> mit <SEP> ,dem <SEP> gleichen
<tb>  Py <SEP> razolonderivat <SEP> gesättigten, <SEP> normalen <SEP> Salz  säure <SEP> vereinigt. <SEP> Das <SEP> Reaktionsprodukt <SEP> schei  det <SEP> sich <SEP> als <SEP> völlig <SEP> farbloses <SEP> 01 <SEP> ab, <SEP> .das <SEP> nach
<tb>  einiger <SEP> Zeit <SEP> zu <SEP> Kristallnadeln <SEP> vom <SEP> Schmelz  punkt <SEP> <B>97</B> <SEP>   <SEP> C <SEP> erstarrt.



  Process for the preparation of a compound of isopropylallylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-6-pyrazolone.
EMI0001.0003
  
    <SEP> was found <SEP> @ d @ en, <SEP>: that '<SEP> man <SEP> to <SEP> one
<tb> Vetbind, ung <SEP> from <SEP> Isopropyla.llylibarbituric acid
<tb> with <SEP> 1-phenyl - ?, 3-, drimethyl = 4-, dimethylamino 5-pyrazolone can get <SEP> :, <SEP> if. <SEP> man <SEP> molecular <SEP> amounts of <SEP> of a <SEP> salt <SEP> of <SEP> iso: propyl allylbar @ bituric acid <SEP> and <SEP> of a <SEP> salt <SEP> : des <SEP> 1 phenyl-2,3-, di: methyl- <SEP> 4 <SEP> -idim, ethylia, mino-5-py razolons <SEP> in <SEP> a <SEP> solvent <SEP> on each other
<tb> allows <SEP> to take effect.
<tb>



  For the <SEP> execution <SEP> of this <SEP> double <SEP> implementation <SEP>. <SEP> has <SEP> an <SEP> saturated <SEP> aqueous
<tb> Solution <SEP> of <SEP> 1 <SEP> - <SEP> Phenyl <SEP> - <SEP>?, 3 <SEP> -, dimethyl <SEP> - <SEP> 4 <SEP> - <SEP > di methylamin.o-5-pyrazolon <SEP> as <SEP> solvent
<tb> be: 3onders <SEP> proven.
<tb>



  On <SEP> this <SEP> path <SEP>, <SEP> becomes the <SEP> connection
<tb> in <SEP> completely <SEP> colorless <SEP> crystal needles <SEP> in front
<tb> Melting point <SEP> 97 <SEP> <SEP> obtained; <SEP> it contains <SEP>
<tb> neither <SEP> the <SEP> basic <SEP> rest <SEP>: of the <SEP> hanbituric acid
<tb> salt, <SEP> nor <SEP> the <SEP> acidic <SEP> rest <SEP> ides <SEP> pyrazolone sal @ zes.
<tb>



  The <SEP> new <SEP> compound <SEP> is <SEP> in <SEP> alcohol, <SEP> Me thy <SEP> la, lkohol <SEP> and <SEP> ether <SEP> light, <SEP> in <SEP> water
<tb>> difficult <SEP> soluble. <SEP> She <SEP> has <SEP> at the same time <SEP> hypnotic and anal, getic properties and should be used in therapy.

    
EMI0001.0008
  
    <I> Example: </I>
EMI0001.0009
  
    232 <SEP> parts <SEP> iso (propyl: a.1157lb@arbiturs: aure! S <SEP> N: a triu.m <SEP> are <SEP> in <SEP> ider <SEP> just <SEP> sufficient
<tb> Amount of <SEP> of a <SEP> unsaturated, <SEP> aqueous <SEP> solution
<tb> dissolved from <SEP> 1-phenyl-2,3- @ dim-ethyl-4-idim.ethyla @ mino 5-pirazolon <SEP> <SEP> and <SEP> under <SEP> turbine
<tb> slowly <SEP> with <SEP> a <SEP> solution <SEP> of <SEP> 268 <SEP> parts
<tb> 1-Phenyi-2,3-:

  dimethyl-4-, dmethyl- <SEP> 5 <SEP> -pyrazo lon <SEP> in <SEP> 1000 <SEP> parts <SEP> one <SEP> with <SEP>, the <SEP> same
<tb> Py <SEP> razolone derivative <SEP> saturated, <SEP> normal <SEP> hydrochloric acid <SEP> combined. <SEP> The <SEP> reaction product <SEP> separates <SEP> from <SEP> as <SEP> completely <SEP> colorless <SEP> 01 <SEP>, <SEP> .the <SEP>
<tb> some <SEP> time <SEP> to <SEP> crystal needles <SEP> from <SEP> melting point <SEP> <B> 97 </B> <SEP> <SEP> C <SEP> solidified.

Claims (1)

PATENTANSPRUCH Verfahren zur Darstellung einer Verbin dung der Isopropyla:llylbarbitursäure mit 1 - Phenyl -- 2,3 - dimethyl-4-dimethyl,amino-5- hyrazol@on, dadurch gekennzeichnet, @dass man molekulare Mengen eines Salzes der Isopro- pylallylbarbitursänre und eines .Salzes des 1- Pheny 1-',3, PATENT CLAIM Process for the preparation of a compound of isopropyla: llylbarbituric acid with 1 - phenyl - 2,3 - dimethyl-4-dimethyl, amino-5-hyrazol @ one, characterized in that molecular amounts of a salt of isopropylallylbarbituric acid and a "salt of 1-pheny 1 - ', 3, dimethyl - d - dimethyla.mino-5- pyrazolons in einem Lösungsmittel aufein ander einwirken lässt. Die neue Verbindung bildet völlig farb lose hrista:llna:deln vom Schmelzpunkt 97'C. Sie ist in Alkohol, Methylalkohol und Äther leicht, in Wasser schwer löslich. .Sie besitzt <B>g</B> f), e <B>l</B> ializeitig h y pnotische und analbetisehe Eigenschaften und soll in der Therapie ver wendet werden. dimethyl - d - dimethyla.mino-5-pyrazolons in a solvent can act on each other. The new compound forms completely colorless hrista: llna: deln with a melting point of 97'C. It is easily soluble in alcohol, methyl alcohol and ether, but poorly soluble in water. It has <B> g </B> f), e <B> l </B> ialistic h y pnotic and analgesic properties and should be used in therapy. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, :dass man .die :doppelte Umsetzung in einer gesättigten, wässerigen Lösung von 1-Phenyl - ', 3 - dimethy 1- -1- di- meihylamino-5-pyrazolon ausführt. SUBCLAIM: Process according to patent claim, characterized in that: that one .the: double reaction in a saturated, aqueous solution of 1-phenyl- ', 3-dimethy 1--1-dimethylamino-5-pyrazolone.
CH141804D 1929-03-02 1929-03-02 Process for the preparation of a compound of isopropylallylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone. CH141804A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH141804T 1929-03-02
CH131927T 1929-03-02

Publications (1)

Publication Number Publication Date
CH141804A true CH141804A (en) 1930-08-15

Family

ID=25711719

Family Applications (1)

Application Number Title Priority Date Filing Date
CH141804D CH141804A (en) 1929-03-02 1929-03-02 Process for the preparation of a compound of isopropylallylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone.

Country Status (1)

Country Link
CH (1) CH141804A (en)

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