CH94948A - Process for the preparation of the sodium salt of benzylphthalamic acid. - Google Patents
Process for the preparation of the sodium salt of benzylphthalamic acid.Info
- Publication number
- CH94948A CH94948A CH94948DA CH94948A CH 94948 A CH94948 A CH 94948A CH 94948D A CH94948D A CH 94948DA CH 94948 A CH94948 A CH 94948A
- Authority
- CH
- Switzerland
- Prior art keywords
- benzylphthalamic
- acid
- sodium salt
- preparation
- water
- Prior art date
Links
- HPHGVGMFELGYGX-UHFFFAOYSA-N NC(=O)C1=C(C(=O)O)C=CC=C1CC1=CC=CC=C1 Chemical compound NC(=O)C1=C(C(=O)O)C=CC=C1CC1=CC=CC=C1 HPHGVGMFELGYGX-UHFFFAOYSA-N 0.000 title claims description 9
- 159000000000 sodium salts Chemical class 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 230000002048 spasmolytic effect Effects 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 239000000812 cholinergic antagonist Substances 0.000 claims 1
- 231100000086 high toxicity Toxicity 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- UATJOMSPNYCXIX-UHFFFAOYSA-N Trinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 UATJOMSPNYCXIX-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
verfahren zur Darstellung des Natriumsalzes der Benzylphtalamidsäure: Das Natriumsalz der Benzylphtalamid- säure ist bis jetzt nur in seiner wässerigen Lösung bekannt geworden. Versucht man, es durch Eindampfen derselben zu gewinnen, so erhält man ein mehr oder weniger ver unreinigtes Präparat, da. sich aus diesem Salz in wässeriger Lösung namentlich in der Wärme leicht wieder Benzylpht.alimid bil det.
Es wurde nun gefunden, dass die Zer setzung des N atriumsalzes der Benzylphtal- amidsäure vermieden werden kann, wenn von Anfang an der einzudampfenden Salzlösung Natronlauge zugesetzt wird.
Das an feuchter Luft leicht zerfliessliche Natriumsalz der Benzylphtalamidsäure, wel- elies in verfilzten Nadeln kristallisiert, löst sich leicht in Wasser und verdünntem Alko hol. Es hat. die Eigenschaft, trotz seiner Wasserlöslichkeit spasmolytisch zu wirken, und ist durch eine äusserst geringe Toxizität ausgezeichnet; daher soll es in der Therapie Verwendung finden.
<I>Beispiel</I> 255 Teile Benzylphtalamidsäure (Berichte der deutschen chemischen Gesellschaft, 31, l.$98, Seite 2740) werden mit Wasser zu einem Brei verrührt und unter Rühren mit 144 Teilen Kristallsoda in eine neutral reagie rende Lösung übergeführt. Die Flüssigkeit wird filtriert, das Filtrat mit so viel Natron lauge versetzt, dass Trinitrobenzolpapier an zeigt, das heisst etwas Atznatron vorhanden ist. Darauf dampft man auf dem Dampfbad zum. Sirup ein und trocknet diesen völlig im Vakuum.
Durch Umkristallisieren des Trok- kenrückstandes am absoluten Alkohol erhält man das reine Natriumsalz der Benzylphtal- amidsäure in Form von verfilzten Nadeln.
Process for the preparation of the sodium salt of benzylphthalamic acid: The sodium salt of benzylphthalamic acid has so far only become known in its aqueous solution. If one tries to obtain it by evaporating it, one obtains a more or less impure preparation, there. Benzylpht.alimide can easily be formed from this salt in aqueous solution, especially when heated.
It has now been found that the decomposition of the sodium salt of benzylphthalamic acid can be avoided if sodium hydroxide solution is added from the beginning to the salt solution to be evaporated.
The sodium salt of benzylphthalamic acid, which dissolves easily in moist air and which crystallizes in matted needles, dissolves easily in water and diluted alcohol. It has. the property of having a spasmolytic effect despite its solubility in water, and is characterized by an extremely low toxicity; therefore it should be used in therapy.
<I> Example </I> 255 parts of benzylphthalamic acid (reports of the German Chemical Society, 31, 1. $ 98, page 2740) are mixed with water to form a paste and, with stirring, converted into a neutral solution with 144 parts of crystal soda. The liquid is filtered, the filtrate is mixed with enough sodium hydroxide solution that trinitrobenzene paper indicates that some caustic soda is present. Then you steam on the steam bath. Syrup and dries it completely in a vacuum.
By recrystallizing the dry residue from absolute alcohol, the pure sodium salt of benzylphthalamic acid is obtained in the form of matted needles.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH94948T | 1921-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH94948A true CH94948A (en) | 1922-06-01 |
Family
ID=4352591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH94948D CH94948A (en) | 1921-03-05 | 1921-03-05 | Process for the preparation of the sodium salt of benzylphthalamic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH94948A (en) |
-
1921
- 1921-03-05 CH CH94948D patent/CH94948A/en unknown
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