CH148960A - Process for the preparation of a basic ether of the pyridine series. - Google Patents

Process for the preparation of a basic ether of the pyridine series.

Info

Publication number
CH148960A
CH148960A CH148960DA CH148960A CH 148960 A CH148960 A CH 148960A CH 148960D A CH148960D A CH 148960DA CH 148960 A CH148960 A CH 148960A
Authority
CH
Switzerland
Prior art keywords
preparation
pyridine
pyridine series
basic ether
melts
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 CH148960A publication Critical patent/CH148960A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3

Landscapes

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

Description

  

  Verfahren zur Darstellung eines basischen Äthers der     Pyridinreihe.       Es wurde gefunden, dass man zu einem  basischen Äther der     Pyridinreihe    gelangen  kann, wenn man     Piperidinäthanol    auf     2-Ha-          logeripyi-idin-3-carbonsäureanilid    in Gegenwart  säurebindender Mittel einwirken lässt.  



  Das entstandene     Piperidinäthoxy-pyridin-3-          cai-bonsäureanilid    bildet ein farbloses Kristall  pulver, das bei 72-74  schmilzt. Es ist in  Wasser schwer, in organischen Lösungsmit  teln und in Säuren leicht löslich. Das farb  lose     Monochlorhydrat    der Base schmilzt bei  <B>1980.</B>  



  Die neue Base soll als solche oder als  Zwischenprodukt für therapeutische Zwecke  Verwendung finden.    <I>Beispiel:</I>    Eine Lösung von 2,8 Teilen Natrium in  überschüssigem     Piperidinäthariol    wird mit 23  Teilen     2-Chlorpyridin-3-carbonsärireanilid    ver  setzt und im Ölbad erwärmt. Nach beendig  ter Reaktion wird der überschüssige     Amino-          alkohol        abdestilliert    und die reue Base durch  Aufnahme in Äther und Vertreibung des  Lösungsmittels isoliert. Durch Kristallisation    aus Essigäther und Alkohol     erhäjt    man das  Chlorhydrat in     reiner    Form.  



  An Stelle von     2-Chlorpyridiri-3-carbou-          säureanilid    können auch andere     2-Halogen-          pyridin    - 3 -     carbonsäureariilide    Verwendung  finden.



  Process for the preparation of a basic ether of the pyridine series. It has been found that a basic ether of the pyridine series can be obtained if piperidine ethanol is allowed to act on 2-halogeripyi-idine-3-carboxylic acid anilide in the presence of acid-binding agents.



  The resulting piperidinethoxy-pyridine-3-cai-bonsäureanilid forms a colorless crystal powder that melts at 72-74. It is difficult in water, easily soluble in organic solvents and in acids. The colorless monochlorohydrate of the base melts at <B> 1980. </B>



  The new base is intended to be used as such or as an intermediate for therapeutic purposes. <I> Example: </I> A solution of 2.8 parts of sodium in excess piperidine ethiol is mixed with 23 parts of 2-chloropyridine-3-carboxylic acid anilide and heated in an oil bath. After the reaction has ended, the excess amino alcohol is distilled off and the regret base is isolated by taking it up in ether and driving off the solvent. The chlorine hydrate is obtained in pure form by crystallization from acetic ether and alcohol.



  Instead of 2-chloropyridine-3-carboxylic anilide, other 2-halopyridine-3-carboxylic acid ailides can also be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines basischen Äthers der Pyridinreihe, dadurch gekenn zeichnet, dass man Piperidinäthanol auf 2 Halogenpyridin-3-carborisäureanilid in Gegen wart säurebindender Mittel einwirken lässt. Das entstandene Piperidinäthoxy-pyridin-3- carbonsäureariilid bildet ein farbloses Kristall pulver, das bei<B>72-740</B> schmilzt. Es ist in Wasser schwer, in organischen Lösungsmit teln und in Säuren leicht löslich. Das farb lose Monochlorhydrat der Base schmilzt bei <B>1980.</B> Die neue Base soll als solche oder als Zwischenprodukt für therapeutische Zwecke Verwendung finden. PATENT CLAIM: Process for the preparation of a basic ether of the pyridine series, characterized in that piperidine ethanol is allowed to act on 2 halopyridine-3-carboric anilide in the presence of acid-binding agents. The resulting piperidinethoxy-pyridine-3-carboxylic acid ailide forms a colorless crystal powder that melts at <B> 72-740 </B>. It is difficult in water and easily soluble in organic solvents and acids. The colorless monochlorohydrate of the base melts in <B> 1980. </B> The new base is intended to be used as such or as an intermediate for therapeutic purposes.
CH148960D 1929-08-10 1929-08-10 Process for the preparation of a basic ether of the pyridine series. CH148960A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH146546T 1929-08-10
CH148960T 1929-08-10

Publications (1)

Publication Number Publication Date
CH148960A true CH148960A (en) 1931-08-15

Family

ID=25714873

Family Applications (1)

Application Number Title Priority Date Filing Date
CH148960D CH148960A (en) 1929-08-10 1929-08-10 Process for the preparation of a basic ether of the pyridine series.

Country Status (1)

Country Link
CH (1) CH148960A (en)

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