CH300443A - Process for the preparation of an aryl-substituted pyrazoline compound. - Google Patents

Process for the preparation of an aryl-substituted pyrazoline compound.

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Publication number
CH300443A
CH300443A CH300443DA CH300443A CH 300443 A CH300443 A CH 300443A CH 300443D A CH300443D A CH 300443DA CH 300443 A CH300443 A CH 300443A
Authority
CH
Switzerland
Prior art keywords
aryl
preparation
compound
substituted pyrazoline
pyrazoline compound
Prior art date
Application number
Other languages
German (de)
Inventor
Limited Ilford
Original Assignee
Ilford Ltd
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 Ilford Ltd filed Critical Ilford Ltd
Publication of CH300443A publication Critical patent/CH300443A/en

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Description

  

  Verfahren     zur        Herstellung        einer        arylsubstituierten        Pyrazolinverbindung.       Im Hauptpatent ist ein Verfahren zur     Her-          stelhmg    einer     arylsubstituierten        Pyrazolin-          verbindung    beschrieben, welches dadurch ge  kennzeichnet ist,

   dass man eine den Rest  
EMI0001.0011     
    abgebende     Verbindung    mit     Phenylhydrazin-          p-sulfonsäure        kondensiert.    Als zur Abgabe  dieses Restes geeignete Verbindungen werden       Benzalacetophenon    und seine     Dialkylamino-          Additionsverbindungen    genannt.  



       Gegenstand    des vorliegenden Patentes ist  gleichfalls     ein    Verfahren zur Herstellung  einer     arylsubstituierten        Pyrazolinverbindung,     bei welchem aber eine den Rest  
EMI0001.0023     
    abgebende Verbindung mit     Phenylhydrazin-p-          sulfonsäure    kondensiert wird.  



       Beispiel:     24 Teile     -cu-Dimethylamino-p-brompropio-          phenon-hydrochlorid,    hergestellt     aus        p-Brom-          acetophenon,    Formaldehyd und     Dimethyl-          amin,    und 15,

  5 Teile Phenylhydrazin-p-sul-         fonsäure    werden     in        einer        Mischung    von 300       Volumteilen    3     %        iger        wässriger        Natriumcar-          bonatlösung    und 250     Volumteilen    Äthanol ge  löst. Diese Lösung wird nun auf dem Dampf  bad während 3 Stunden erhitzt, in welcher  Zeit der Alkohol weggekocht wurde.

   Beim Ab  kühlen fällt das     Natriumsalz    des     1-(p-Sulfo-          phenyl)    -3-     (.p-bromphenyl)        -pyrazolins        aus.     Durch     Ansäuern    einer Lösung des Salzes mit       Salzsäure    wird die freie Säure in Form blass  gelber     Kristalle    erhalten.  



  Die neue     Verbindung,    das     1-(p-Sulfo-          phenyl)-3-(p-bromphenyl)-pyrazolin,    soll als       Aufhellungsmittel    benutzt werden.



  Process for the preparation of an aryl-substituted pyrazoline compound. The main patent describes a process for the production of an aryl-substituted pyrazoline compound, which is characterized by

   that one the rest
EMI0001.0011
    donating compound condensed with phenylhydrazine p-sulfonic acid. Benzalacetophenone and its dialkylamino addition compounds are mentioned as compounds suitable for releasing this residue.



       The present patent also relates to a process for the preparation of an aryl-substituted pyrazoline compound, in which, however, one is the remainder
EMI0001.0023
    donating compound is condensed with phenylhydrazine-p-sulfonic acid.



       Example: 24 parts -cu-dimethylamino-p-bromopropiophenone hydrochloride, made from p-bromo-acetophenone, formaldehyde and dimethylamine, and 15,

  5 parts of phenylhydrazine-p-sulphonic acid are dissolved in a mixture of 300 parts by volume of 3% strength aqueous sodium carbonate solution and 250 parts by volume of ethanol. This solution is then heated on the steam bath for 3 hours, during which time the alcohol was boiled away.

   On cooling, the sodium salt of 1- (p-sulfophenyl) -3- (.p-bromophenyl) pyrazoline precipitates out. By acidifying a solution of the salt with hydrochloric acid, the free acid is obtained in the form of pale yellow crystals.



  The new compound, 1- (p-sulfophenyl) -3- (p-bromophenyl) pyrazoline, is said to be used as a lightening agent.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer arylsub- stituierten Pyrazolinverbindung, dadurch ge kennzeichnet, dass man eine den Rest EMI0001.0062 abgebende Verbindung mit Phenylhydrazin- p-sulfonsäure kondensiert. Die neue Verbindung, das 1-(p-Sulfo- phenyl)-3-(p-bromphenyl)-pyrazolin, bildet blassgelbe Kristalle. PATENT CLAIM: Process for the production of an aryl-substituted pyrazoline compound, characterized in that one is the remainder EMI0001.0062 donating compound condensed with phenylhydrazine p-sulfonic acid. The new compound, 1- (p-sulfophenyl) -3- (p-bromophenyl) pyrazoline, forms pale yellow crystals.
CH300443D 1950-06-03 1950-06-03 Process for the preparation of an aryl-substituted pyrazoline compound. CH300443A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH293111T 1950-06-03
CH300443T 1950-06-03

Publications (1)

Publication Number Publication Date
CH300443A true CH300443A (en) 1954-07-31

Family

ID=25733323

Family Applications (1)

Application Number Title Priority Date Filing Date
CH300443D CH300443A (en) 1950-06-03 1950-06-03 Process for the preparation of an aryl-substituted pyrazoline compound.

Country Status (1)

Country Link
CH (1) CH300443A (en)

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