CH192304A - Process for the preparation of 1-phenyl-2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid quinine. - Google Patents

Process for the preparation of 1-phenyl-2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid quinine.

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Publication number
CH192304A
CH192304A CH192304DA CH192304A CH 192304 A CH192304 A CH 192304A CH 192304D A CH192304D A CH 192304DA CH 192304 A CH192304 A CH 192304A
Authority
CH
Switzerland
Prior art keywords
dimethyl
pyrazolone
phenyl
cyclohexenylamino
methanesulfonic acid
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH192304A publication Critical patent/CH192304A/en

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Description

  

  Verfahren zur Herstellung von     1-phenyl-2,3.dimethyl-4-eyelohegenylamino-5-pyrazolon-          4-methansulfonsaurem    Chinin.    Im Hauptpatent ist ein Verfahren zur  Herstellung von     1-phenyl-2,3-dimethyl-4-me-          thylamino-5-pyr-azolori-4-metharisulfonsaurem     Chinin beschrieben, welches dadurch gekenn  zeichnet ist, dass man 1-Phenyl-2,3-dimethyl       4-methylainino-5-pyrazolon-4-methansulfon-          säure    mit     Chininbase    zur Umsetzung bringt.  



  Es wurde nun gefunden, dass man     1-phe-          nyl..2,3-dimethyl-4        -cyclohexenylamino-5-pyra-          zolon-4-methansulfonsaures    Chinin erhält,  wenn man     1-Pheriyl-2,3-dimethyl-4-cyclo-          hexenylamino-    5     -pyrazolon    - 4 -     methansulfon-          säure    mit     Chininbase    zur Umsetzung bringt.

    Man kann hierbei eine     1-Phenyl-2,3-dime-          thyl-4-cy        cloliexenylamino-    5 -     pyrazolon-4-me-          thansulfonsäure    verwenden,     dieerhalten    wurde  durch Einwirkenlassen von Formaldehyd und  schwefliger Säure auf     1-Phenyl-2,3-dimethyl-          4-cyclohexenylamino-5-pyrazolon    in Gegen  wart der     Chininbase.       Die neue Zierbindung bildet farblose, in  Wasser leicht, in     Methyl-    und Äthylalkohol  schwerer, und in Aceton und Äther fast un  lösliche Kristalle.

   Sie stellt ein wertvolles  Arzneimittel dar, welches die     Wirkung    der  einzelnen Ausgangsstoffe übertrifft. Sie kann  gegebenenfalls mit einzelnen     Arzneistoffen     gemischt werden und soll in der Therapie  Verwendung finden.  



       Beispiel:     10 g     Chininbase    und 10 g 1-Phenyl-2,3       dimethyl-4-cyclohexenylamino-5-pyrazolon-4-          methansulfonsäure    werden in 10 cm' Alkohol  gelöst und in der Wärme mit 200 cm-' Aceton  versetzt. Das beim Abkühlen auskristallisie  rende     Chininsalz    der     1-Phenyl-2,3-dimetbyl-          4-        cyclohexeriylamino-    5     -pyrazolon-        4-methan-          sulfonsäure    hat den Schmelzpunkt 173 bis  <B>175 0</B> C.



  Process for the preparation of 1-phenyl-2,3-dimethyl-4-eyelohegenylamino-5-pyrazolone-4-methanesulfonic acid quinine. The main patent describes a process for the preparation of 1-phenyl-2,3-dimethyl-4-methylamino-5-pyr-azolori-4-metharisulfonic acid quinine, which is characterized in that 1-phenyl-2, 3-dimethyl 4-methylainino-5-pyrazolone-4-methanesulfonic acid with quinine base for implementation.



  It has now been found that 1-phenyl..2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid quinine is obtained when 1-pheriyl-2,3-dimethyl-4- cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid reacts with quinine base.

    You can use a 1-phenyl-2,3-dimethyl-4-cy cloliexenylamino-5-pyrazolone-4-methanesulfonic acid, which was obtained by allowing formaldehyde and sulphurous acid to act on 1-phenyl-2,3- dimethyl-4-cyclohexenylamino-5-pyrazolone in the presence of the quinine base. The new decorative binding forms colorless crystals, easily soluble in water, more difficult in methyl and ethyl alcohol, and almost insoluble in acetone and ether.

   It is a valuable medicine that exceeds the effects of the individual raw materials. If necessary, it can be mixed with individual drugs and should be used in therapy.



       Example: 10 g of quinine base and 10 g of 1-phenyl-2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid are dissolved in 10 cm of alcohol and 200 cm of acetone are added while hot. The quinine salt of 1-phenyl-2,3-dimethyl-4-cyclohexeriylamino-5-pyrazolone-4-methanesulfonic acid that crystallizes out on cooling has a melting point of 173 to 175 ° C.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 1-phenyl- 2,3 - dimethyl- 4 -cyclohexenylamirio-5-pyrazo- lon-4-methansulfonsaurem Chinin, dadurch gekennzeichnet, dass man 1-Phenyl-2,3-dime- thyl-4-cyclohexer)ylamino-5 -pyrazolon-4-me- thansulfonsäure mit Chininbase zur Um setzung bringt. Die neue Verbindung bildet farblose, in Wasser leicht, in Methyl- und Äthylalkohol schwerer, und in Aceton und Äther fast un lösliche Kristalle. Sie soll als Heilmittel Ver wendung finden. Claim: Process for the preparation of 1-phenyl-2,3-dimethyl-4-cyclohexenylamirio-5-pyrazolone-4-methanesulfonic acid quinine, characterized in that 1-phenyl-2,3-dimethyl-4- cyclohexer) ylamino-5-pyrazolone-4-methanesulphonic acid with quinine base to react. The new compound forms colorless crystals, easily soluble in water, more difficult in methyl and ethyl alcohol, and almost insoluble in acetone and ether. It should be used as a remedy. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man 1-Phenyl-2,3-di- methyl - 4 - cyclohexenylamino - 5 -pyrazolon-4- methansulfonsäure verwendet, die erhalten wurde durch Einwirkenlassen von Formalde hyd und schwefliger Säure auf 1-Phenyl-2,3- dimethyl -4- cyclohexenylamino-5-pyrazolon in Gegenwart der Chininbase. SUBSTANTIAL CLAIM: Process according to claim, characterized in that 1-phenyl-2,3-dimethyl - 4 - cyclohexenylamino - 5-pyrazolone-4-methanesulfonic acid is used, which was obtained by allowing formaldehyde and sulfurous acid to act on 1- Phenyl-2,3-dimethyl -4-cyclohexenylamino-5-pyrazolone in the presence of the quinine base.
CH192304D 1934-03-03 1935-02-25 Process for the preparation of 1-phenyl-2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid quinine. CH192304A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE192304X 1934-03-03
CH186957T 1935-02-25

Publications (1)

Publication Number Publication Date
CH192304A true CH192304A (en) 1937-07-31

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
CH192304D CH192304A (en) 1934-03-03 1935-02-25 Process for the preparation of 1-phenyl-2,3-dimethyl-4-cyclohexenylamino-5-pyrazolone-4-methanesulfonic acid quinine.

Country Status (1)

Country Link
CH (1) CH192304A (en)

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