CH150128A - Process for the preparation of an N-substituted compound of the pyridone series. - Google Patents

Process for the preparation of an N-substituted compound of the pyridone series.

Info

Publication number
CH150128A
CH150128A CH150128DA CH150128A CH 150128 A CH150128 A CH 150128A CH 150128D A CH150128D A CH 150128DA CH 150128 A CH150128 A CH 150128A
Authority
CH
Switzerland
Prior art keywords
preparation
substituted compound
pyridone
melts
series
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH150128A publication Critical patent/CH150128A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur     Darstellung    einer     N-substitulerten    Verbindung der     Pyridoureihe.       Es wurde gefunden, dass man zu einer       N-substituierten    Verbindung der     Pyridonreihe     gelangen kann, wenn man     Diäthylamin    auf       N-Halogenäthyl-2-py        -idon    einwirken lässt.  



  Das entstandene     N-diäthylaminoäthyl-2-          pyridon    siedet bei<B>127'</B> unter 1 mm Druck.  Es ist in Wasser und in organischen Lösungs  mitteln sowie in Säuren löslich. Das farblose       Monochlorhydrat    kristallisiert mit 1     Mol     Wasser und schmilzt bei 74'. Wasserfrei  schmilzt-es bei 148'.  



  Die neue Base soll für therapeutische  Zwecke     Verwendung    finden.  



  <I>Beispiel,:</I>  Eine Lösung von 16 Teilen     N-Chloräthyl-          2-pyridon    vom Schmelzpunkt<B>67'</B> in     Toluol     wird mit 15 Teilen     Diäthylamin    erwärmt.  Nach erfolgter Halogenabspaltung wird vom       Diäthylaminchlorhydrat        abfiltriert,    das Lö  sungsmittel abgetrieben und das N-Diäthyl-         aminoäthyl-2-pyridon    durch Destillation in  reiner Form gewonnen.  



  An Stelle des     N-Chloräthyl-2-pyridotts     können andere     N-Halogenäthyl-2-pyridone     Verwendung finden.



  Method for the preparation of an N-substituted compound of the pyridour series. It has been found that an N-substituted compound of the pyridone series can be obtained if diethylamine is allowed to act on N-haloethyl-2-py-idone.



  The resulting N-diethylaminoethyl-2-pyridone boils at <B> 127 '</B> under 1 mm pressure. It is soluble in water and in organic solvents as well as in acids. The colorless monochlorohydrate crystallizes with 1 mol of water and melts at 74 '. Anhydrous it melts at 148 '.



  The new base will be used for therapeutic purposes.



  <I> Example: </I> A solution of 16 parts of N-chloroethyl-2-pyridone with a melting point of <B> 67 '</B> in toluene is heated with 15 parts of diethylamine. After the halogen has been split off, the diethylamine chlorohydrate is filtered off, the solvent is driven off and the N-diethylaminoethyl-2-pyridone is obtained in pure form by distillation.



  Instead of the N-chloroethyl-2-pyridote, other N-haloethyl-2-pyridones can be used.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer N-substi- tuierten Verbindung der Pyridonreihe, da durch gekennzeichnet, dass man Diäthylamin auf N-Halogenäthyl-2-pyridin einwirken lässt. Das entstandene N-Diäthylamittoäthyl-2- pyridon siedet bei 1271 unter 1 min Druck. Es ist in Wasser und in organischen Lösungs mitteln, sowie in .Säuren löslich. PATENT CLAIM: Process for the preparation of an N-substituted compound of the pyridone series, characterized in that diethylamine is allowed to act on N-haloethyl-2-pyridine. The resulting N-diethylamittoethyl-2-pyridone boils at 1271 under 1 minute pressure. It is soluble in water and organic solvents as well as in acids. Das farblose Monochlorhydrat kristallisiert finit 1 Mo1 Wasser und schmilzt bei 740. Wasserfrei schmilzt es bei 148' Die neue Base soll für therapeutische Zwecke Verwendung finden. The colorless monochlorohydrate crystallizes finitely 1 Mo1 of water and melts at 740. Anhydrous it melts at 148 'The new base is to be used for therapeutic purposes.
CH150128D 1929-08-10 1929-08-10 Process for the preparation of an N-substituted compound of the pyridone series. CH150128A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH150128T 1929-08-10

Publications (1)

Publication Number Publication Date
CH150128A true CH150128A (en) 1931-10-15

Family

ID=4405580

Family Applications (1)

Application Number Title Priority Date Filing Date
CH150128D CH150128A (en) 1929-08-10 1929-08-10 Process for the preparation of an N-substituted compound of the pyridone series.

Country Status (1)

Country Link
CH (1) CH150128A (en)

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