CH113295A - 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
CH113295A
CH113295A CH113295DA CH113295A CH 113295 A CH113295 A CH 113295A CH 113295D A CH113295D A CH 113295DA CH 113295 A CH113295 A CH 113295A
Authority
CH
Switzerland
Prior art keywords
compound
dimethyl
acid
dimethylamino
diethylbarbituric acid
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 CH113295A publication Critical patent/CH113295A/en

Links

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     Diäthylbarbitarsäure.       Es wurde gefunden, dass beim Auflösen  von     Diäthylbarbitursäure    und     1-Phenyl-2,3-          dimethyl-4-dimethylamino-5-pyrazolon    in ge  eigneten Lösungsmitteln eine Verbindung der  beiden     Ausgangsstoffe    im Verhältnis von  1     Mol.        Diäthylbarbitursäure    zu 1     Mol.1-Phenyl-          2,3-dimethyl-4-dimethylamino-5-pyrazolon    ent  steht, welche bei entsprechender Konzentra  tion auskristallisiert.

   Je nach dem Lösungs  mittel verwendet man die     Ausgangsstoffe    im  molekularen Verhältnis oder man benötigt  von dem einen oder andern derselben einen  mehr oder weniger grossen Überschuss. Man  erhält aber stets die Verbindung von 1     Mol.          Diäthylbarbitursäure    mit 1     Mol.        1-Phenyl-          2,3-dimethyl-4-dimethylamino-5-pyrazolon.     



  Die Verbindung von     Diäthylbarbitursäure     mit     1-Pheiiyl-2,3-dimethyl-4-dimethylainino-          5-pyrazolon    bildet ein gelbliches Kristall  pulver, welches schwach sauer reagiert und  bei<B>115'</B> schmilzt. Sie ist in den meisten  organischen Lösungsmitteln leicht löslich und  soll als Arzneimittel Verwendung finden.    <I>Beispiel:</I>  250 Teile 1-Pheiiyl-2,3-dimethyl-4-di-         methylamino-5-pyrazolon    und 184 Teile     Di-          äthylbarbitursäure    werden in 250 Teilen  Aceton unter     Rückfluss    gekocht, bis eine  völlig klare Lösung entstanden ist. Diese  Lösung wird. abgekühlt und, wenn erforder  lich, geimpft.

   Sie erstarrt zu einem Kuchen  aus feinen Kristallnadeln. Die Mutterlauge  wird daraus durch Auspressen entfernt und  kann für die Herstellung einer weiteren Menge  der Verbindung benutzt werden.



  Process for the preparation of a compound of diethylbarbitaric acid. It has been found that when diethylbarbituric acid and 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone are dissolved in suitable solvents, a compound of the two starting materials in a ratio of 1 mol. Diethylbarbituric acid to 1 mol.1-phenyl - 2,3-dimethyl-4-dimethylamino-5-pyrazolone is ent, which crystallizes out at the appropriate concentration.

   Depending on the solvent, the starting materials are used in a molecular ratio or a more or less large excess is required of one or the other of them. However, the compound of 1 mole of diethyl barbituric acid with 1 mole of 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone is always obtained.



  The combination of diethylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylainino-5-pyrazolone forms a yellowish crystal powder, which reacts slightly acidic and melts at 115 '. It is easily soluble in most organic solvents and is said to be used as a medicine. <I> Example: </I> 250 parts of 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone and 184 parts of diethylbarbituric acid are refluxed in 250 parts of acetone until a completely clear solution originated. This solution will. cooled and, if necessary, vaccinated.

   It solidifies into a cake made of fine crystal needles. The mother liquor is removed therefrom by squeezing and can be used for the preparation of another amount of the compound.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung einer Verbin dung der Diäthylbarbitursäure, dadurch ge kennzeichnet, dass man Diäthylbarbitursäure und 1-Phenyl-2,3-dimethyl-4-dimethylamino- 5-pyrazolon in geeigneten Lösungsmitteln auf löst und die gebildete Verbindung auskri stallisieren lässt. Die Verbindung von Diäthylbarbitursäure mit 1-Phenyl-2,3-dimethyl-4-dimethylamino- 5-pyrazolon bildet ein gelbliches Kristall pulver, welches schwach sauer reagiert und bei<B>1160</B> schmilzt. PATENT CLAIM A process for producing a compound of diethyl barbituric acid, characterized in that diethyl barbituric acid and 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone are dissolved in suitable solvents and the compound formed can be crystallized out. The compound of diethylbarbituric acid with 1-phenyl-2,3-dimethyl-4-dimethylamino-5-pyrazolone forms a yellowish crystal powder, which reacts slightly acidic and melts at <B> 1160 </B>. Sie ist in den meisten organischen Lösungsmitteln leicht löslich und soll als Arzneimittel Verwendung finden. UNTERANSPRüCHE: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass- man Diäthylbarbitur- säure und 1-Pheriyl-2,3-dimethyl-4-di- methylamino-5-pyrazolorr im molekularen Verhältnis auflöst. 2. It is easily soluble in most organic solvents and is said to be used as a medicine. SUBClaims: 1. The method according to claim, characterized in that diethylbarbituric acid and 1-pheriyl-2,3-dimethyl-4-dimethylamino-5-pyrazolorr are dissolved in the molecular ratio. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man Diäthylbarbitur- säure und 1-Plrenyl-2,3-dimethyl-4-di- methylacxiino-5-p3>razolon unter Verwen- dung- eines Überschusses des einen Aus- gangsstoffes auflöst. Process according to patent claim, characterized in that diethylbarbituric acid and 1-plrenyl-2,3-dimethyl-4-dimethylacxiino-5-p3-razolone are dissolved using an excess of one of the starting materials.
CH113295D 1924-07-23 1924-07-23 Process for the preparation of a compound of diethylbarbituric acid. CH113295A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH113056T 1924-07-23
CH113295T 1924-07-23

Publications (1)

Publication Number Publication Date
CH113295A true CH113295A (en) 1926-01-02

Family

ID=25708101

Family Applications (1)

Application Number Title Priority Date Filing Date
CH113295D CH113295A (en) 1924-07-23 1924-07-23 Process for the preparation of a compound of diethylbarbituric acid.

Country Status (1)

Country Link
CH (1) CH113295A (en)

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