DE839803C - Process for the preparation of N-oxoalkyl-p-aminosalicylic acids - Google Patents
Process for the preparation of N-oxoalkyl-p-aminosalicylic acidsInfo
- Publication number
- DE839803C DE839803C DEB8460A DEB0008460A DE839803C DE 839803 C DE839803 C DE 839803C DE B8460 A DEB8460 A DE B8460A DE B0008460 A DEB0008460 A DE B0008460A DE 839803 C DE839803 C DE 839803C
- Authority
- DE
- Germany
- Prior art keywords
- oxoalkyl
- preparation
- acid
- amino
- acids
- 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
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung von N-Oxoalkyl-p-amino-salicylsäuren
Benutzt man als Ausgangsstoffe ß-Halogenketone, z. B. ß-Chloräthylmethylketon, wie man sie durch Anlagern von Halogenwasserstoff an a, ß-ungesättigte Ketone erhalten kann, so ist es zweckmäßig, die Umsetzung mit einem Salze der p-Aminosalicylsäure in Gegenwart eines säurebindenden Mittels, z. B. von Pyridin oder Natriumcarbonat oder -bicarbonat, durchzuführen.If you use ß-haloketones as starting materials, z. B. ß-chloroethyl methyl ketone, how they can be obtained by adding hydrogen halide to α, β-unsaturated ketones can, it is appropriate to carry out the reaction with a salt of p-aminosalicylic acid in the presence of an acid-binding agent, e.g. B. of pyridine or sodium carbonate or bicarbonate.
Die \-Oxoalkyl-p-amino-salicylsäuren und deren Salze, aus denen man die freien Säuren leicht durch Behandeln mit stärkeren Säuren in Freiheit setzen kann, sind wohldefinierte kristallisierte Verbindungen. Die freien Säuren sind in Wasser schwer löslich, hingegen die Alkali- und Calciumsalze leichter löslich, so daß man diese für die praktische Anwendung vorzieht.The \ -oxoalkyl-p-aminosalicylic acids and their salts, from which one the free acids easily set free by treatment with stronger acids can are well-defined crystallized compounds. The free acids are in Water sparingly soluble, but the alkali and calcium salts more easily soluble, see above that this is preferred for practical use.
Die in dem nachstehenden Beispiel angegebenen Teile sind Gewichtsteile.The parts given in the example below are parts by weight.
Beispiel Eine Lösung von 38 Teilen p-Amino-salicylsäu,re in too Teilen Äthylalkohol versetzt man bei 6o bis 65' allmählich mit 4o Teilen Vinylmethylketon, rührt noch 3 Stunden lang bei der gleichen Temperatur nach und destilliert dann dert Alkohol ab. Man erhält die N-y-Oxobueyl-p-amino-salicylsäuTe als gelblichen Rückstand, aus dem man durch Umkristallisieren aus Methanol die farblose Säure (Fp. = 164 bis 165') erhält.Example A solution of 38 parts of p-amino-salicylic acid in too parts Ethyl alcohol is gradually added at 6o to 65 'with 40 parts of vinyl methyl ketone, stir for 3 hours at the same temperature and then distilled changes alcohol. The N-y-oxobueyl-p-amino-salicylic acid is obtained as a yellowish color A residue from which the colorless acid (melting point) can be obtained by recrystallization from methanol. = 164 to 165 ').
Zudem gleichen Produkt gelangt man in folgender Weise: Eine Lösung von 53 Teilen p-aminosalicyl,saurem Natrium in zoo Teilen Alkohol setzt man mit 4o Teilen Vinylmethyllceton bei 6o bis 65' um. Man löst das entstandene feste Produkt in Wasser und fällt die N-y-Oxol>wtyl-p-amino-salicylsäure mit Ameisensäure aus (Fp. = i6-. bis 165' nach dem Umkristallisieren aus %Zethanol).In addition, the same product can be obtained in the following way: A solution 53 parts of p-aminosalicylic acid, sodium in zoo parts of alcohol are added 4o parts of vinyl methyl acetone at 6o to 65 'um. The resulting solid product is dissolved in water and the N-y-oxol> wtyl-p-aminosalicylic acid precipitates with formic acid (Mp. = 16 to 165 'after recrystallization from% zethanol).
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB8460A DE839803C (en) | 1950-08-02 | 1950-08-02 | Process for the preparation of N-oxoalkyl-p-aminosalicylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB8460A DE839803C (en) | 1950-08-02 | 1950-08-02 | Process for the preparation of N-oxoalkyl-p-aminosalicylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
DE839803C true DE839803C (en) | 1952-05-26 |
Family
ID=6955846
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEB8460A Expired DE839803C (en) | 1950-08-02 | 1950-08-02 | Process for the preparation of N-oxoalkyl-p-aminosalicylic acids |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE839803C (en) |
-
1950
- 1950-08-02 DE DEB8460A patent/DE839803C/en not_active Expired
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