AT118644B - Process for the preparation of 0,0-diacetyldiphenolisatin. - Google Patents

Process for the preparation of 0,0-diacetyldiphenolisatin.

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Publication number
AT118644B
AT118644B AT118644DA AT118644B AT 118644 B AT118644 B AT 118644B AT 118644D A AT118644D A AT 118644DA AT 118644 B AT118644 B AT 118644B
Authority
AT
Austria
Prior art keywords
preparation
diacetyldiphenolisatin
parts
acetic acid
glacial acetic
Prior art date
Application number
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German (de)
Original Assignee
Hoffmann La Roche
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Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
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Publication of AT118644B publication Critical patent/AT118644B/en

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Description

  

   <Desc/Clms Page number 1> 
 



  Verfahren zur Darstellung von   0/)-DiacetyMipheno ! isatin.   



   Im Stammpatent Nr. 99211 ist ein Verfahren zur Darstellung von 0, 0-Diaeetyldiphenolisatin geschützt, das darin besteht, dass man auf Diphenolisatin Acetylierungsmittel bei unter   1000 liegenden   Temperaturen einwirken lässt. Es wurde nun gefunden, dass man an Stelle von isoliertem, reinem Diphenolisatin, welches man in bekannter Weise durch Kondensation von Isatin mit Phenol bei Gegenwart von konzentrierter Schwefelsäure bzw. anderen Kondensationsmitteln (B. 18 [1885] 2641) erhält, das bei dieser Reaktion anfallende Reaktionsgemisch unmittelbar mit Essigsäureanhydrid acetylieren kann. 



   Das in guter Ausbeute entstehende 0,   0-DiaeetyIdiphenoHsatin   weist nach einmaligem Umkristallisieren aus Eisessig den Schmelzpunkt   242  auf.   



   Beispiel : 19 Teile Phenol werden in 60 Teilen Eisessig gelöst. Zu dieser Lösung fügt man 14-7 Teile Isatin zu und erwärmt unter Rühren bis auf 80 . Nach etwa einer Stunde werden unter Weiterrühren   0'2   Teile konzentrierte reine Schwefelsäure in einem Teil Eisessig zugegeben und die Temperatur auf   800 gehalten. Nach   fünf Stunden kühlt man bis auf   50  ab   und lässt langsam unter stetem Rühren 50 Teile Essigsäureanhydrid zutropfen. Dann wird die Temperatur während einer Stunde auf   750 erhöht. Hernach   lässt man langsam abkühlen, wobei das 0, 0-Diaeetyldiphenolisatin auskristallisiert. Dieses wird von der Flüssigkeit getrennt, mit Eisessig gewaschen und aus Eisessig umkristallisiert. 

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



   <Desc / Clms Page number 1>
 



  Procedure for displaying 0 /) - DiacetyMipheno! isatin.



   A process for the preparation of 0, 0-diaeetyldiphenolisatin is protected in the parent patent No. 99211, which consists in allowing acetylating agents to act on diphenolisatin at temperatures below 1000. It has now been found that, instead of isolated, pure diphenolisatin, which is obtained in a known manner by condensation of isatin with phenol in the presence of concentrated sulfuric acid or other condensing agents (B. 18 [1885] 2641), this reaction resulting reaction mixture can acetylate directly with acetic anhydride.



   The 0, 0-DiaeetyIdiphenoHsatin formed in good yield has a melting point of 242 after recrystallization from glacial acetic acid.



   Example: 19 parts of phenol are dissolved in 60 parts of glacial acetic acid. 14-7 parts of isatin are added to this solution and heated to 80 while stirring. After about an hour, 0.2 parts of concentrated pure sulfuric acid in one part of glacial acetic acid are added while stirring, and the temperature is kept at 800. After five hours, the mixture is cooled to 50 and 50 parts of acetic anhydride are slowly added dropwise with constant stirring. Then the temperature is increased to 750 over an hour. It is then allowed to cool slowly, with the 0, 0-diaeetyldiphenolisatin crystallizing out. This is separated from the liquid, washed with glacial acetic acid and recrystallized from glacial acetic acid.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

Claims (1)

EMI1.1 Ausführungsform des Verfahrens gemäss Stammpatent Nr. 99211 zur Darstellung von 0, 0-Diacetyldiphenolisatin, dadurch gekennzeichnet, dass an Stelle von fertigem, isoliertem Diphenolisatin das bei der bekannten Darstellung desselben anfallende Reaktionsgemisch mit Essigsäureanhydrid acetyliert wird. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. EMI1.1 Embodiment of the process according to parent patent no. 99211 for the preparation of 0, 0-diacetyldiphenolisatin, characterized in that instead of finished, isolated diphenolisatin, the reaction mixture obtained in the known preparation of the same is acetylated with acetic anhydride. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT118644D 1923-06-15 1929-04-26 Process for the preparation of 0,0-diacetyldiphenolisatin. AT118644B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH99211X 1923-06-15
DE118644X 1928-06-29

Publications (1)

Publication Number Publication Date
AT118644B true AT118644B (en) 1930-07-25

Family

ID=25705501

Family Applications (1)

Application Number Title Priority Date Filing Date
AT118644D AT118644B (en) 1923-06-15 1929-04-26 Process for the preparation of 0,0-diacetyldiphenolisatin.

Country Status (1)

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AT (1) AT118644B (en)

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