CH190346A - 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
CH190346A
CH190346A CH190346DA CH190346A CH 190346 A CH190346 A CH 190346A CH 190346D A CH190346D A CH 190346DA CH 190346 A CH190346 A CH 190346A
Authority
CH
Switzerland
Prior art keywords
preparation
substituted amide
pyridinecarboxylic acid
acid
pyridine
Prior art date
Application number
Other languages
German (de)
Inventor
Kurt Dr Fricker
Original Assignee
Kurt Dr Fricker
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 Kurt Dr Fricker filed Critical Kurt Dr Fricker
Publication of CH190346A publication Critical patent/CH190346A/en

Links

Landscapes

  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Darstellung eines     N-substituierten        Amides    einer     Pyridinearbonsänre.       Es wurde gefunden, dass man zu einem       N-substituierten        Amid    einer     Pyridincarbon-          näure    dadurch gelangen kann, dass man auf       Pyridin-2-carbonsäure        Diäthylamin    bei Ge  genwart von     Phosphorpentoxyd,    gegebenen  falls unter Anwendung eines geeigneten     Ver-          rliinnungs-        bezw.        Lösungsmittels:

  ,    einwirken       lasst.     



  Das aus     Pyridin-2-carbonsäure        (Picolin-          säure)    auf diese Weise erhaltene     Konden-          #,Lt.ioii-.;produkt    stellt ein hellgelbes, dünn  flüssiges öl dar, das leicht löslich in Wasser,  Äther und Alkohol ist. Der     Siedepunkt    liegt  bei 149      /1,6    mm.  



  Die neue Verbindung soll für     therapeu-          i        ische    Zwecke     -'erw        endung    finden.  



  <I>Beispiel:</I>  Einer Lösung von 37 Teilen     Picolinsäure     in 44 Teilen     Diäthylamin    (98 bis     99%ig)     werden unter Rühren und geringer Kühlung       etwa    ?ö Teile     Phosphorpentoxyd,    das vorher  mit etwa der Bleiehen Menge Quarzpulver  oder feinem Sand vermischt wurde,     allmäh-          lieli    zugesetzt. Nachdem die Selbsterwär-         mung    nachgelassen hat, wird das Gemisch  auf dem Wasserbad am     Rückflusskühler     mehrere Stunden erhitzt.

   Innerhalb dieser  Zeit werden noch etwa 4 Teile     Diäthylamin     und 3 Teile     Kondensationsmittel        eingerührt.     



  Das     Reaktionsgemisch    wird alsdann in       ,wenig    Wasser gelöst und mit starker Natron  lauge im     Überschuss    versetzt. Nach dem Ab  treiben des überschüssigen     Diäthylamins    auf  dem Wasserbade wird das entstandene     Pyri-          din-2-carbonsäurediäthylamid    in Äther auf  genommen und durch Vakuumdestillation  gereinigt.



  Process for the preparation of an N-substituted amide of a pyridinearboxylic acid. It has been found that an N-substituted amide of a pyridinecarboxylic acid can be obtained by reacting on pyridine-2-carboxylic acid diethylamine in the presence of phosphorus pentoxide, if necessary using a suitable verrliinnungs- respectively. Solvent:

  let it take effect.



  The condensate obtained from pyridine-2-carboxylic acid (picolinic acid) in this way is a light yellow, thinly liquid oil that is easily soluble in water, ether and alcohol. The boiling point is 149 / 1.6 mm.



  The new connection is intended to be used for therapeutic purposes.



  <I> Example: </I> A solution of 37 parts of picolinic acid in 44 parts of diethylamine (98 to 99%) is mixed with about? Ö parts of phosphorus pentoxide, which was previously mixed with about the same amount of quartz powder or fine sand, with stirring and low cooling was gradually added. After the self-heating has subsided, the mixture is refluxed on a water bath for several hours.

   About 4 parts of diethylamine and 3 parts of condensing agent are stirred in during this time.



  The reaction mixture is then dissolved in a little water and an excess of strong sodium hydroxide solution is added. After the excess diethylamine has been driven off on the water bath, the pyridine-2-carboxylic acid diethylamide formed is taken up in ether and purified by vacuum distillation.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines N-sub- stituierten, in Wasser, Äther und Alkohol löslichen, unter einem Druck von 16 mm bei 149 C siedenden Armdes einer Pyridin- carbonsäure, dadurch gekennzeichnet, dass man auf Pyridin-2-carbonsäure (Picolin- säure) Diäthylamin bei Gegenwart von Phos- phorpentoxyd einwirken lässt. PATENT CLAIM: Process for the preparation of an N-substituted arm of a pyridine-carboxylic acid which is soluble in water, ether and alcohol and which boils at 149 C under a pressure of 16 mm, characterized in that pyridine-2-carboxylic acid (picoline acid) diethylamine in the presence of phosphorus pentoxide to act.
CH190346D 1934-08-04 1935-06-19 Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid. CH190346A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE190346X 1934-08-04
CH185277T 1935-06-19

Publications (1)

Publication Number Publication Date
CH190346A true CH190346A (en) 1937-04-15

Family

ID=25721184

Family Applications (1)

Application Number Title Priority Date Filing Date
CH190346D CH190346A (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) CH190346A (en)

Similar Documents

Publication Publication Date Title
CH190346A (en) Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid.
CH190347A (en) Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid.
CH189813A (en) Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid.
DE653873C (en) Process for the preparation of N-substituted amides of pyridinecarboxylic acids
AT118738B (en) Process for the preparation of N-substituted aminoquinolines.
AT99681B (en) Process for the preparation of easily soluble salts of quinine.
AT126160B (en) Process for the preparation of aminoketo alcohols.
AT92407B (en) Process for the preparation of 1-allyl-3,7-dimethylxanthine.
AT118830B (en) Process for the presentation of specifically effective remedies.
AT158301B (en) Process for the production of vitamin B1.
AT135351B (en) Process for the preparation of aliphatic amino alcohols.
DE432420C (en) Process for the preparation of N-methylsulphurous acid salts of secondary amines
CH269986A (en) Process for the preparation of a derivative of 3,5-dioxo-pyrazolidine.
CH235515A (en) Process for the preparation of tetrahydropyran-4,4-dicarboxylic acid-bis-diethylamide.
CH242289A (en) Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid.
CH198269A (en) Procedure for the preparation of aneurine.
CH286681A (en) Process for the preparation of -phenyl-butyric acid guajacol ester.
CH185277A (en) Process for the preparation of an N-substituted amide of a pyridinecarboxylic acid.
CH240143A (en) Process for the preparation of a basic aralkyl ether.
CH257637A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
DE1028997B (en) Process for the preparation of halogenated pyridone derivatives of aliphatic carboxylic acids
CH226816A (en) Process for preparing 5-pregnen-3-ol-20-one.
CH265758A (en) Process for the preparation of a new mercury compound.
CH297723A (en) Process for the preparation of a new disubstituted nicotinic acid amide.
CH192779A (en) Process for the preparation of a substituted pyridine-o-dicarboxamide.