CH113105A - Process for the preparation of a compound of diethylbarbituric acid. - Google Patents

Process for the preparation of a compound of diethylbarbituric acid.

Info

Publication number
CH113105A
CH113105A CH113105DA CH113105A CH 113105 A CH113105 A CH 113105A CH 113105D A CH113105D A CH 113105DA CH 113105 A CH113105 A CH 113105A
Authority
CH
Switzerland
Prior art keywords
sep
compound
acid
dimethyl
phenyl
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH113105A publication Critical patent/CH113105A/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
    • C07D231/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C07D239/62—Barbituric acids

Landscapes

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

Description

  

  Verfahren zur Herstellung einer Verbindung der     Diäthylbarbitursäure.       Gegenstand der vorliegenden Erfindung  ist ein Verfahren     zur    Herstellung einer Ver  bindung der     Diäthylbarbitursäure,    welches  darin besteht, dass man     Diäthylbarbitursättre     mit     1-Phenyl-2,3-dimethyl-4-dimethylamino-          5-pyrazolon    zusammenschmilzt.

   Auch wenn  man für die Schmelze die Komponenten nicht  im Verhältnis von 1     Mol.        Diäthylbarbitur-          säure    zu 1 Hol.     1-PhG-nyl-2,3-dimethyl-4-          dimethylamino-5-py        razolon    verwendet,. erhält  man gleichwohl die     Doppelverbindung,    wel  che mit dem     übersehüssigen    Ausgangsstoff  vermischt ist.  



  Aus den beiden     farblosen    Ausgangsstof  fen entsteht ein hellgelb gefärbtes Produkt,       welches,    wenn zur Schmelze 1.     Mol.        Diäthyl-          barbitursäure    auf 1.     Mol.        1-Phenyl-2,3=dime-          ihvl-4-climethylamino-5-pyrazolon    verwendet.  wurde, hei<B>11.1'</B> schmilzt. In den     gewZihn-          lichen        organischen        Lösungsmitteln    ist     dieses     leicht löslich.

   Bei der     Xristallisatioal        aais          A.ceton    erhält- man feine gelblich gefärbte  Prismen. Die     Verbindung    der     Diäthylbarbi-          tursäure    mit     1-Phenyl-2,3-dimethyl-4-dime-          thylamino-5-pyrazolon    soll als Arzneimittel  Verwendung finden.

           Beispiel:   <I>.</I>  184 Teile     Diäthylbarbitursäure    werden  mit 231 Teilen     1-Phenyl-2,3-dimethyl-4-dime-          thylamino-5-pyrazolon    in einem doppelwan  digen Kessel unter Rühren mit     gespanntem     Dampf erhitzt. Sobald eine homogene  Schmelze entstanden ist,     läss.t    man abkühlen.  Bald erstarrt die ganze Schmelze zu einer  festen Masse, welche leicht zerkleinert wer  den kann.  



  Die Verbindung aus     Diäthylbarbitursäurc     und     1-Phenyl-2,3-dimethyl-4-dimethy1amino-          5-pyrazolonbildet    ein schwach gelb gefärbtes  Pulver, das bei     11l      schmilzt. Durch Um  kristallisieren von 3 Teilen dieses Pulvers  aus 2 Teilen Aceton erhält man feine gelblich  gefärbte Prismen.



  Process for the preparation of a compound of diethylbarbituric acid. The present invention relates to a method for producing a compound of diethyl barbituric acid, which consists in melting together diethyl barbituric saturation with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone.

   Even if the components for the melt are not used in a ratio of 1 mol. Diethylbarbituric acid to 1 hol. 1-PhG-nyl-2,3-dimethyl-4-dimethylamino-5-py razolon is used. one nevertheless obtains the double compound which is mixed with the excess starting material.



  The two colorless starting materials give a light yellow colored product which, when 1 mol of diethylbarbituric acid to 1 mol of 1-phenyl-2,3 = dimethyl-4-climethylamino-5-pyrazolone is used for the melt. became, hot <B> 11.1 '</B> melts. This is easily soluble in common organic solvents.

   With the Xristallisatioal aais A.ceton one obtains fine yellowish colored prisms. The compound of diethylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone is said to be used as a medicinal product.

           Example: 184 parts of diethyl barbituric acid are heated with 231 parts of 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone in a double-walled kettle while stirring with pressurized steam. As soon as a homogeneous melt has formed, it is allowed to cool down. Soon the whole melt solidifies into a solid mass, which can be easily crushed.



  The compound of diethylbarbituric acid and 1-phenyl-2,3-dimethyl-4-dimethy1amino-5-pyrazolone forms a pale yellow colored powder which melts at 11 l. By crystallizing 3 parts of this powder from 2 parts acetone, fine yellowish colored prisms are obtained.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer Verbin dung der Diäthylbarbitursäure, dadurch ge kennzeichnet. dass man Diäthylbarbitursäurc mit 1-Phenyl-2,3-dimethyl-4-dimethylamino- 5-pyra.zolon zusammenschmilzt. Aus den beiden farblosen Ausgangsstof fen entsteht ein hellgelb gefärbtes Produkt, EMI0002.0001 welches, <SEP> wenn <SEP> zur <SEP> Schmelze <SEP> 1 <SEP> Mol. <SEP> Diäthyl 1iarbitursäure <SEP> auf <SEP> I. <SEP> Mol. <SEP> 1-Plienyl-2,3-dime thcl-4-(limethylamino-5-pyrazolon <SEP> verwendet <tb> wurde, <SEP> bei <SEP> 11l <SEP> <SEP> schmilzt. PATENT CLAIM: Process for the preparation of a compound of diethylbarbituric acid, characterized in this. that one fuses diethylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyra.zolon. A light yellow colored product is created from the two colorless starting materials. EMI0002.0001 which, <SEP> if <SEP> to <SEP> melt <SEP> 1 <SEP> mol. <SEP> diethyl arbituric acid <SEP> to <SEP> I. <SEP> mol. <SEP> 1-plienyl-2 , 3-dime thcl-4- (limethylamino-5-pyrazolone <SEP> used <tb> was, <SEP> at <SEP> 11l <SEP> <SEP> melts. <SEP> In <SEP> den <SEP> gewöhn liehen <SEP> organischen <SEP> Lösungsmitteln <SEP> ist: <SEP> dieses <tb> <B>1</B> <tb> eicht <SEP> löslich. <SEP> Die <SEP> Verbindung <SEP> der <SEP> Diäthyl- EMI0002.0002 barbitursä,ure <SEP> mit <SEP> 1-Phenyl-2,3-dimethyl-4 dimethylamino-)-p.#-razolon <SEP> soll <SEP> als <SEP> Arznei mittel <SEP> Vc <SEP> rwendunb <SEP> finden. <SEP> In <SEP> the <SEP> common <SEP> organic <SEP> solvents <SEP> is: <SEP> this one <tb> <B> 1 </B> <tb> calibrated <SEP> soluble. <SEP> The <SEP> compound <SEP> of the <SEP> diethyl EMI0002.0002 barbituric acid <SEP> with <SEP> 1-phenyl-2,3-dimethyl-4 dimethylamino -) - p. # - razolon <SEP> should <SEP> as a <SEP> drug <SEP> Vc <SEP> find rwendunb <SEP>.
CH113105D 1921-09-05 1924-07-23 Process for the preparation of a compound of diethylbarbituric acid. CH113105A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH97751T 1921-09-05
CH113105T 1924-07-23

Publications (1)

Publication Number Publication Date
CH113105A true CH113105A (en) 1925-12-16

Family

ID=25705312

Family Applications (1)

Application Number Title Priority Date Filing Date
CH113105D CH113105A (en) 1921-09-05 1924-07-23 Process for the preparation of a compound of diethylbarbituric acid.

Country Status (1)

Country Link
CH (1) CH113105A (en)

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