DE936508C - Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium - Google Patents

Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium

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Publication number
DE936508C
DE936508C DEW14109A DEW0014109A DE936508C DE 936508 C DE936508 C DE 936508C DE W14109 A DEW14109 A DE W14109A DE W0014109 A DEW0014109 A DE W0014109A DE 936508 C DE936508 C DE 936508C
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Germany
Prior art keywords
benzoylamino
salicylic acid
water
anhydrous
preparation
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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
DEW14109A
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German (de)
Inventor
Gottfried Dr Schoenholzer
Hubert Dr Oesterlin
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Wander AG
Original Assignee
Wander 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 Wander AG filed Critical Wander AG
Priority to DEW14109A priority Critical patent/DE936508C/en
Application granted granted Critical
Publication of DE936508C publication Critical patent/DE936508C/en
Expired legal-status Critical Current

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Description

Verfahren zur Herstellung von kristallwasserfreiem 4-benzoylamino-salicylsaurem Calcium Neben dem bekannten Tuberculostaticum p-Aminosalicylsäure in Form des Natrium- oder Calciumsalzes hat die 4-Benzoylamino-salicylsäure, insbesondere ihr Calciumsalz, durch besondere therapeutische Eigenschaften in letzter Zeit an Interesse gewonnen.Process for the preparation of anhydrous 4-benzoylamino-salicylic acid Calcium In addition to the well-known Tuberculostaticum p-aminosalicylic acid in the form of sodium 4-Benzoylamino-salicylic acid, especially its calcium salt, recently gained interest due to special therapeutic properties.

Das in Wasser schwerlösliche Calciumsalz der 4-Benzoylamino-salicylsäure fällt bei seiner Herstellung aus dem Alkalisalz oder der freien Säure in langen Nadeln an, die sich wollig und voluminös zusammenballen und 5 Mol Kristallwasser enthalten. Dieser Gehalt an Kristallwasser ist sehr unerwünscht, da dadurch das Molekulargewicht und damit die Dosierung für den Patienten beträchtlich erhöht wird und da andererseits die Trocknung erhebliche Schwierigkeiten bereitet. Die letzten x bis 2 Mol Kristallwasser lassen sich nämlich selbst im Vakuum bei Temperaturen von ioo° und darüber nur sehr langsam entfernen, was nicht ohne Einwirkung auf die Reinheit der Substanz ist.The calcium salt of 4-benzoylamino-salicylic acid, which is sparingly soluble in water falls in its production from the alkali salt or the free acid in long Needles, which are woolly and bulky, and 5 moles of crystal water contain. This content of crystal water is very undesirable because it Molecular weight and thus the dosage for the patient is increased considerably and since, on the other hand, the drying causes considerable difficulties. The last This is because x to 2 mol of water of crystallization can be found even in a vacuum at temperatures Remove ioo ° and above very slowly, which is not without affecting the Purity of substance is.

Es wurde nun überraschenderweise gefunden, daß man selbst aus wäßriger Lösung kristallwasserfreies 4-benzoylamino-salicylsaures Calcium erhalten kann, wenn man die 4-Benzoylamino-salicylsäure oder ihr Alkalisalz in wäßriger Verdünnung von mindestens i : 30, zweckmäßig von i : 3o bis i : 5o, vorzugsweise von i : 40, bei einer Temperatur von mindestens 8o°, vorzugsweise 85 bis g5°, mit einer Calciumsalzlösung umsetzt.It has now surprisingly been found that you can even from aqueous Solution of 4-benzoylamino-salicylic acid calcium free from water of crystallization can be obtained, if you use 4-benzoylamino-salicylic acid or its alkali salt in aqueous dilution from at least i: 30, expediently from i: 3o to i: 5o, preferably from i: 40, at a temperature of at least 80 °, preferably 85 to g5 °, with a calcium salt solution implements.

Das so gewonnene Calciumsalz fällt in schwerer, sandiger und völlig reiner Form an und enthält kein Kristallwasser. Das anhängende Wasser läBt sich leicht und rasch entfernen.The calcium salt thus obtained falls in heavier, sandy and completely pure form and does not contain Crystal water. The attached water Can be removed quickly and easily.

Beispiel 1 In eine Lösung von 15,8 kg 4-beDzoylamino-salicylsaurem Natrium in 6oo 1 Wasser wird unter gutem Rühren bei 85 bis go° eine Lösung von 3,5 kg Calciumchlorid in z81 Wasser rasch eingegossen. Nach kurzer Zeit beginnt die Kristallisation des 4-benzoylaminosalicylsauren Calciums. Man rührt einige Minuten heftig durch, kühlt ab, wobei sich das wasserfreie Calciumsalz in schwerer, sandiger Form absetzt, schleudert den Niederschlag ab, wäscht mit Wasser aus und trocknet entweder bei gelinder Wärme oder wäscht den mit Wasser ausgewaschenen Niederschlag mit organischen Lösungsmitteln, die mit Wassermischbar sind, nach und trocknet an der Luft. Ausbeute: 15,2 bis 15,4 kg = 97,3 bis- g8,5 °/o der Theorie. Beispiel a 14,5 kg 4-Benzoylamino-salicylsäure werden in 580 1 Wasser angerührt und mit 51 Natronlauge von 38,5° B6 oder 4,71 Kalilauge von 47° B6 neutral gelöst. Die Lösung wird auf go° erhitzt, und unter kräftigem Rühren werden 4,9 kg Calciumacetat, in 251 Wasser gelöst, eingegossen. Die Kristallisation des kristallwasserfreien 4-benzoylamino-salicylsauren Galciums setzt sehr rasch ein. Man rührt kurze Zeit nach, kühlt ab und arbeitet .nach Beispiel r auf.EXAMPLE 1 A solution of 3.5 kg of calcium chloride in 81 of water is quickly poured into a solution of 15.8 kg of sodium 4-benzoylamino-salicylic acid in 600 liters of water with thorough stirring at 85 ° to 100 °. After a short time, the 4-benzoylaminosalicylic acid calcium begins to crystallize. The mixture is stirred vigorously for a few minutes, cooled, with the anhydrous calcium salt settling in a heavy, sandy form, the precipitate is thrown off, washed with water and either dried on a gentle heat or the precipitate washed out with water is washed with organic solvents that contain Are water-miscible, and air-dry. Yield: 15.2 to 15.4 kg = 97.3 to 8.5% of theory. Example a 14.5 kg of 4-benzoylamino-salicylic acid are stirred into 580 l of water and dissolved neutrally with 51 sodium hydroxide solution at 38.5 ° B6 or 4.71 potassium hydroxide solution at 47 ° B6. The solution is heated to go °, and 4.9 kg of calcium acetate, dissolved in 25 liters of water, are poured in with vigorous stirring. The crystallization of the anhydrous 4-benzoylamino-salicylic acid galcium begins very quickly. The mixture is stirred for a short time, cooled and worked up according to example r.

Beispiel 3 14,6 kg 4-Benzoylamino-salicylsäure werden in Zoo 1 Wasser angeteigt und unter kräftigem Rühren in 4001 Wasser eingetragen. Man heizt auf 85 bis g5° auf, gießt eine Lösung von 5 kg Calciumacetat in 301 Wasser ein, rührt 5 bis ro Minuten bei dieser Temperatur kräftig durch und arbeitet nach Beispiel 1 auf.Example 3 14.6 kg of 4-benzoylamino-salicylic acid are added to Zoo 1 water made into a paste and added to 400 liters of water with vigorous stirring. You heat up to 85 up to g5 °, pour a solution of 5 kg calcium acetate in 301 water, stir 5 up to ro minutes at this temperature and works according to example 1 on.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von kristallwasserfreiem 4-benzoylamino-salicylsaurem Calcium, dadurch gekennzeichnet, daß man 4-Benzoylaminosalicylsäure oder ihr Alkalisalz in wäßriger Verdünnung von mindestens 1:3o, zweckmäßig von 1: 3o bis 1: 5o, vorzugsweise von 1: 4o, bei einer Temperatur von mindestens 8o°, vorzugsweise 85 bis g5°, mit einem Calciumsalz umsetzt.PATENT CLAIM: Process for the production of water-free 4-benzoylamino-salicylic acid calcium, characterized in that 4-benzoylaminosalicylic acid or their alkali salt in an aqueous dilution of at least 1: 3o, expediently of 1: 3o to 1: 5o, preferably from 1: 4o, at a temperature of at least 80 °, preferably 85 to g5 °, reacted with a calcium salt.
DEW14109A 1954-06-02 1954-06-02 Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium Expired DE936508C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEW14109A DE936508C (en) 1954-06-02 1954-06-02 Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEW14109A DE936508C (en) 1954-06-02 1954-06-02 Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium

Publications (1)

Publication Number Publication Date
DE936508C true DE936508C (en) 1955-12-15

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Application Number Title Priority Date Filing Date
DEW14109A Expired DE936508C (en) 1954-06-02 1954-06-02 Process for the preparation of anhydrous 4-benzoylamino-salicylic acid calcium

Country Status (1)

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