CH190347A - Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid. - Google Patents
Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid.Info
- Publication number
- CH190347A CH190347A CH190347DA CH190347A CH 190347 A CH190347 A CH 190347A CH 190347D A CH190347D A CH 190347DA CH 190347 A CH190347 A CH 190347A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- substituted amide
- pyridinecarboxylic acid
- acid
- pyridine
- Prior art date
Links
Landscapes
- Pyridine Compounds (AREA)
Description
Verfahren zur Darstellung eines N-substituierten Amides einer Pyridincarbonsäure. Es wurde gefunden, dass man zu einem N--substituierten Amid einer Pyridinearbon- säure dadurch gelangen kann, dass man auf Pyridin-3-carbonsäure Methylanilin bei Ge genwart von Phosphorpentoxyd, gegebenen falls unter Anwendung eines geeigneten Ver- dünnungs- bezw. Lösungsmittels einwirken lässt.
Das aus Pyridin-3-carbonsäur e (Nikotin säure) auf diese Weise erhaltene Konden sationsprodukt stellt ein dickflüssiges Öl dar, das im Vakuum bei 206 bis 207 /18 mm siedet. Es ist leicht löslich in Alkohol und Äther, kaum löslich dagegen in Wasser.
Die neue Verbindung soll für therapeu tische Zwecke Verwendung finden. Beispiel: Einer Lösung von 36 Teilen Nikotinsäure in 6-1 Teilen Methylanilin werden unter Rüh ren und geringer Kühlung etwa 26 Teile Phosphorpentoxyd, das vorher zweckmässig mit etwa der bleichen Menge Quarzpulver oder feinem Sand vermischt wurde, allmäh lich zugesetzt. Nachdem die Selbsterwär mung nachgelassen hat, wird das Gemisch mehrere Stunden im Ölbad auf etwa 180 erhitzt.
Das Reaktionsgemisch wird alsdann in wenig Wasser gelöst und mit starker Natron lauge im Überschuss versetzt. Das entstan dene Pyridin-3-carbonsäuremethylanilid wird in Äther aufgenommen und durch Vakuum destillation gereinigt.
Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid. It has been found that an N - substituted amide of a pyridine carboxylic acid can be obtained by reacting on pyridine-3-carboxylic acid methyl aniline in the presence of phosphorus pentoxide, if necessary using a suitable diluent or. Let the solvent act.
The condensation product obtained in this way from pyridine-3-carboxylic acid (nicotinic acid) is a viscous oil that boils in a vacuum at 206 to 207/18 mm. It is easily soluble in alcohol and ether, but hardly soluble in water.
The new connection is intended to be used for therapeutic purposes. Example: A solution of 36 parts of nicotinic acid in 6-1 parts of methylaniline is gradually added with stirring and low cooling about 26 parts of phosphorus pentoxide, which was previously appropriately mixed with about the pale amount of quartz powder or fine sand. After the self-heating has subsided, the mixture is heated to about 180 in an oil bath for several hours.
The reaction mixture is then dissolved in a little water and an excess of strong sodium hydroxide solution is added. The resulting pyridine-3-carboxylic acid methylanilide is taken up in ether and purified by vacuum distillation.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE190347X | 1934-08-04 | ||
| CH185277T | 1935-06-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH190347A true CH190347A (en) | 1937-04-15 |
Family
ID=25721185
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH190347D CH190347A (en) | 1934-08-04 | 1935-06-19 | Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH190347A (en) |
-
1935
- 1935-06-19 CH CH190347D patent/CH190347A/en unknown
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