DE482435C - Process for the preparation of O, O-diacetyldiphenolisatin - Google Patents

Process for the preparation of O, O-diacetyldiphenolisatin

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Publication number
DE482435C
DE482435C DEH117167D DEH0117167D DE482435C DE 482435 C DE482435 C DE 482435C DE H117167 D DEH117167 D DE H117167D DE H0117167 D DEH0117167 D DE H0117167D DE 482435 C DE482435 C DE 482435C
Authority
DE
Germany
Prior art keywords
diacetyldiphenolisatin
glacial acetic
acetic acid
preparation
phenol
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEH117167D
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche 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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Priority to DEH117167D priority Critical patent/DE482435C/en
Application granted granted Critical
Publication of DE482435C publication Critical patent/DE482435C/en
Expired legal-status Critical Current

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Description

Verfahren zur Darstellung von 0, 0-Diacetyldiphenolisatin Zur Gewinnung des o, o-Diacetyldiphenolisatins verwendet man nach dem Verfahren des Hauptpatentes Diphenolisatin, welches man mit Acetylierungsmitteln behandelt. Es wurde nun gefunden, daß man statt von reinem Diphenolisatin unmittelbar von Phenol ausgehen und in einem Zuge zum o, o-Diacetyldiphenolisatin gelangen kann, wenn man Phenol und Isatin in Eisessiglösung unter Zusatz geringer Mengen von Schwefelsäure in der Wärme aufeinander einwirken läßt und alsdann unter Fortsetzung des Erw-ärmens Essigsäureanhydrid zugibt.Process for the preparation of 0, 0-diacetyldiphenolisatin for the production des o, o-diacetyldiphenolisatins are used according to the method of the main patent Diphenolisatin, which is treated with acetylating agents. It has now been found that instead of pure diphenolisatin one starts directly from phenol and in one Train to o, o-diacetyldiphenolisatin can be achieved if you combine phenol and isatin in Glacial acetic acid solution with the addition of small amounts of sulfuric acid in the heat Allow to act and then add acetic anhydride while continuing the heating.

Das in guter Ausbeute entstehende o, o-Diacetyldiplienolisatin weist nach einmaliger Kristallisation aus Eisessig den Schmelzpunkt 2q.2° auf.The o, o-diacetyldiplienolisatin formed in good yield has after a single crystallization from glacial acetic acid, the melting point 2q.2 °.

Beispiel i g -Teile Phenol werde., in 6o Teilen Eisessig gelöst. Zu dieser Lösung fügt man 14,7 Teile Isatin zu und erwärmt unter Rühren bis zu 8o° C. Nach etwa einer Stunde werden unter Weiterrühren o,2 Teile konzentrierte reine Schwefelsäure in einem Teile Eisessig zugegeben und die Temperatur auf 8o° gehalten. Nach 5 Stunden kühlt man bis auf 5o° ab und läßt langsam unter stetem Rühren 5o Teile Essigsäureanhydrid zutropfen. Dann wird die Temperatur während einer Stunde auf 75' erhöht. Hernach läßtman langsam abkühlen, wobei das Diacetyldiphenolisatin auskristallisiert. Dieses wird von der Flüssigkeit getrennt, mit Eisessig gewaschen und aus Eisessig umkristallisiert.Example ig 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 ° C. with stirring. After about an hour, 0.2 parts of concentrated pure sulfuric acid in one part of glacial acetic acid are added and the temperature is kept at 80 °. After 5 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 75 'over an hour. It is then allowed to cool slowly, during which the diacetyldiphenolisatin crystallizes out. This is separated from the liquid, washed with glacial acetic acid and recrystallized from glacial acetic acid.

Claims (1)

PATENTANSPRUCH: Besondere Ausführungsform des durch Patent q.o6 2io geschützten Verfahrens, dadurch gekennzeichnet, daß man zwecks Darstellung von o, o-Diacetyldiphenolisatin hier unmittelbar Phenol und Isatin in einer Eisessiglösung unter Zusatz geringer Mengen von Schwefelsäure in der Wärme aufeinander einwirken läßt und alsdann unter Fortsetzung des Erwärmens Essigsäureanhydrid zugibt.PATENT CLAIM: Special embodiment of the patent q.o6 2io protected process, characterized in that for the purpose of representing o, o-Diacetyldiphenolisatin here directly phenol and isatin in a glacial acetic acid solution interact with the addition of small amounts of sulfuric acid in the heat leaves and then adds acetic anhydride while continuing the heating.
DEH117167D 1928-06-30 1928-06-30 Process for the preparation of O, O-diacetyldiphenolisatin Expired DE482435C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEH117167D DE482435C (en) 1928-06-30 1928-06-30 Process for the preparation of O, O-diacetyldiphenolisatin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEH117167D DE482435C (en) 1928-06-30 1928-06-30 Process for the preparation of O, O-diacetyldiphenolisatin

Publications (1)

Publication Number Publication Date
DE482435C true DE482435C (en) 1929-09-13

Family

ID=7172759

Family Applications (1)

Application Number Title Priority Date Filing Date
DEH117167D Expired DE482435C (en) 1928-06-30 1928-06-30 Process for the preparation of O, O-diacetyldiphenolisatin

Country Status (1)

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DE (1) DE482435C (en)

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