AT52840B - Process for the preparation of a crystallized salicylosalicylic acid. - Google Patents

Process for the preparation of a crystallized salicylosalicylic acid.

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Publication number
AT52840B
AT52840B AT52840DA AT52840B AT 52840 B AT52840 B AT 52840B AT 52840D A AT52840D A AT 52840DA AT 52840 B AT52840 B AT 52840B
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AT
Austria
Prior art keywords
salicylosalicylic
crystallized
preparation
acid
salicylic acid
Prior art date
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German (de)
Original Assignee
Boehringer & Soehne
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.)
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Publication of AT52840B publication Critical patent/AT52840B/en

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Description

  

   <Desc/Clms Page number 1> 
 



  Verfahren zur Darstellung einer kristallisierten Salizylosalizylsäure. 



   Es wurde gefunden, dass man die im Patente Nr. t2280 beschriebene kristallisierte   Sa1izylosalizylsäul'e   auch dadurch erhalten kann, dass man von einer am Phenolhydroxyl durch eine leicht abspaltbare Gruppe, wie die   Azidylgruppe   oder die Aralkylgruppe sub-   stituierten Salizylosalizylsäure   ausgeht und diese der teilweisen Verseifung unterwirft im Sinne der folgenden Gleichung : 
 EMI1.1 
 
Dieses Ergebnis ist insofern ein überraschendes, als man nicht voraussehen konnte,   dass   bei der hydrolytischen Spaltung dieser substituierten Salizylosalizylsäuren nur der Substituent am Phenolhydroxyl abgespalten werden könne, ohne dass es zu einer Lösung der Bindung zwischen den beiden   Salizylsäuremolekülen   kommt.

   Die hier als Ausgangsstoffe   dienenden,   am Phenolhydroxyl substituierten Salizylosalizylsäuren erhält man z. B. durch Kondensation von Azidylsalizylsäuren mit Salizylsäure oder durch mässiges Erhitzen azidylierter   Salizylsäure.   Die Verseifung der so entstehenden substituierten Salizylosalizylsäuren erfolgt dann je nach der Natur des Substituenten durch Einwirkung wässriger Alkalien oder Säuren. 
 EMI1.2 
 Gegenwart von Dimethylanilin, wird in ungefähr   ;   Teilen Normalnatronlauge gelöst und die Lösung 5 Stunden sich selbst überlassen. Man fällt dann mit Salzsäure, kocht den Niederschlag mit Wasser aus und kristallisiert ihn aus Benzol um.

   Man erhält dann reine Salizylosalizylsäure vom Schmelzpunkt 147  C. 
 EMI1.3 
 erhalten durch Kondensation von Äthylkarbonylsalizylsäure mit Salizylsäure wird in 10 Teilen wassriger Normalammoniaklösung gelöst und die Lösung 5 Stunden stehen gelassen. Man 
 EMI1.4 
 

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



   <Desc / Clms Page number 1>
 



  Process for the preparation of a crystallized salicylosalicylic acid.



   It has been found that the crystallized salicylic salicylic acid described in the patent no subject in terms of the following equation:
 EMI1.1
 
This result is surprising insofar as it could not be foreseen that during the hydrolytic cleavage of these substituted salicylic acid molecules, only the substituent on the phenol hydroxyl could be split off without the bond between the two salicylic acid molecules being broken.

   The salicylosalicylic acids substituted on the phenol hydroxyl and used here as starting materials are obtained, for. B. by condensation of azidylsalicylic acids with salicylic acid or by moderate heating of acidylated salicylic acid. The resulting substituted salicylosalicylic acids are then saponified, depending on the nature of the substituent, by the action of aqueous alkalis or acids.
 EMI1.2
 Presence of dimethylaniline, is approximately; Parts of normal sodium hydroxide solution dissolved and the solution left for 5 hours. It is then precipitated with hydrochloric acid, the precipitate is boiled out with water and recrystallized from benzene.

   Pure salicylosalicylic acid with a melting point of 147 C. is then obtained.
 EMI1.3
 obtained by condensation of ethyl carbonylsalicylic acid with salicylic acid is dissolved in 10 parts of aqueous normal ammonia solution and the solution is left to stand for 5 hours. Man
 EMI1.4
 

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

Claims (1)

destilliert. Das zurückbleibende Benzylsalizylsäurechlorid, ein schwach gefärbtes Öl, wird mit Ilpr gleichen Gewichtsmenge dinatriumsälizylat unter Zusatz von 5 Teilen Benzol 2 Stunden EMI1.5 saure als derbe, farblose Kristalle vom Schmelzpunkt 12. 10 C I'ATRNT ANSPRUC'H : Verfahren zur Darstellung einer kristallisierten Salizylosalizylsäure, darin bestehend, dass man am Phenolhydroxyl substituierte Salizylosalizylsäuren je nach der Natur des be- EMI1.6 **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. distilled. The remaining benzyl salicylic acid chloride, a pale colored oil, is treated with Ilpr of the same amount by weight of disodium salt with the addition of 5 parts of benzene for 2 hours EMI1.5 acidic as coarse, colorless crystals with a melting point of 12. 10 C I'ATRNT ANSPRUC'H: A process for the preparation of a crystallized salicylosalicylic acid, consisting in that salicylosalicylic acids substituted on the phenol hydroxyl, depending on the nature of the EMI1.6 ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT52840D 1910-02-19 1910-02-19 Process for the preparation of a crystallized salicylosalicylic acid. AT52840B (en)

Applications Claiming Priority (1)

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AT52840T 1910-02-19

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AT52840B true AT52840B (en) 1912-03-26

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AT52840D AT52840B (en) 1910-02-19 1910-02-19 Process for the preparation of a crystallized salicylosalicylic acid.

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AT (1) AT52840B (en)

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