CH191458A - Process for the preparation of a carboxylic acid ester containing the pyridine nucleus. - Google Patents

Process for the preparation of a carboxylic acid ester containing the pyridine nucleus.

Info

Publication number
CH191458A
CH191458A CH191458DA CH191458A CH 191458 A CH191458 A CH 191458A CH 191458D A CH191458D A CH 191458DA CH 191458 A CH191458 A CH 191458A
Authority
CH
Switzerland
Prior art keywords
carboxylic acid
preparation
acid ester
ester containing
pyridine nucleus
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 CH191458A publication Critical patent/CH191458A/en

Links

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
    • C07D213/79—Acids; Esters

Landscapes

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

Description

  

  Verfahren zur Darstellung eines den     Pyridinhern    enthaltenden     Carbonsäureesters.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung eines den       Pyridinkern    enthaltenden     Carbonoüureesters,     welches     dadurch    gekennzeichnet ist, dass man  auf einen     6-Phenyl-2-halogenpyridin-4-car-          bonsKureäthylester    katalytisch angeregten  Wasserstoff einwirken lässt.  



  Der so erhaltene     2-Phenylpyridin-4-car-          bonsäureäthylester    bildet farblose Kristalle  vom F. 40 bis, 41  . Die neue Verbindung soll  therapeutische Verwendung finden.  



  <I>Beispiel:</I>  Man versetzt eine Lösung von 4,6 Teilen  Natrium in 200 Teilen absolutem Alkohol  mit 26,1 Teilen     6-Phenyl-2-chlorpyridin-4-          carbonsäureäthylester    und schüttelt mit       ZVassserstoff    in Gegenwart von     aktivem     Nickel. Nach beendigter Wasserstoffauf  nahme wird der Katalysator abgetrennt und  die Lösung zur Trockne eingedampft. Der  Rückstand wird sodann in Wasser und     -Äther     gelöst, die ätherische Schicht abgetrennt, ge-    trocknet und das Lösungsmittel verdampft.

    Der erhaltene     2-Phenylpyridin-4-carbonsäure-          ä.thylester    bildet farblose Kristalle vom  F. 40 bis 41  .     6-Phenyl-2-chlorpyridin-4-          carbonsäureäthylester        vom:    F. 88   erhält  man aus     6-Phenyl-2-chlorpyridin-4-carbon-          säurechlorid    und Alkohol.  



       Statt    mit     6-Phenyl-2-chlorpyridin-4-car-          bonsäureäthylester    kann man die Reaktion  auch mit einem andern     6-Phenyl-2-halogen-          pyridiri-4-earbonisäureäthylester        ausführen.     



  Als Katalysatoren können ausser Nickel  z. B. auch Kobalt, Gemische von Nickel und  Kobalt, sowie Platin, Palladium und     dergl.     angewandt werden.



  Process for the preparation of a carboxylic acid ester containing the pyridine nuclei. The subject of the present patent is a process for the preparation of a carbonate containing the pyridine nucleus, which is characterized in that catalytically excited hydrogen is allowed to act on a 6-phenyl-2-halopyridine-4-carboxylic acid ethyl ester.



  The 2-phenylpyridine-4-carboxylic acid ethyl ester thus obtained forms colorless crystals with a melting point of 40 to 41. The new compound should find therapeutic use.



  <I> Example: </I> A solution of 4.6 parts of sodium in 200 parts of absolute alcohol is mixed with 26.1 parts of ethyl 6-phenyl-2-chloropyridine-4-carboxylate and shaken with hydrogen in the presence of active nickel. After the uptake of hydrogen has ended, the catalyst is separated off and the solution is evaporated to dryness. The residue is then dissolved in water and ether, the ethereal layer separated, dried and the solvent evaporated.

    The ethyl 2-phenylpyridine-4-carboxylate obtained forms colorless crystals with a melting point of 40 to 41. 6-Phenyl-2-chloropyridine-4-carboxylic acid ethyl ester of: F. 88 is obtained from 6-phenyl-2-chloropyridine-4-carboxylic acid chloride and alcohol.



       Instead of 6-phenyl-2-chloropyridine-4-carboxylic acid ethyl ester, the reaction can also be carried out with another 6-phenyl-2-halopyridine-4-carbonic acid ethyl ester.



  As catalysts, in addition to nickel, for. B. cobalt, mixtures of nickel and cobalt, as well as platinum, palladium and the like. Can be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines den Py- ridinkern enthaltenden Carbonsäureesters, da durch gekennzeichnet, dass man auf einen 6 Phenyl-2-halogenpyridin-4-carbonsäureäthyl- ester katalytisch angeregten Wasserstoff ein wirken lässt. Der so erhaltene 2-Phenylpyridin-4-car- bonsäureäthylester bildet farblose Kristalle vom F. 40 bis 41 . Die neue Verbindung soll therapeutische Verwendung finden. PATENT CLAIM: Process for the preparation of a carboxylic acid ester containing the pyridine nucleus, characterized in that catalytically excited hydrogen is allowed to act on a 6-phenyl-2-halopyridine-4-carboxylic acid ethyl ester. The ethyl 2-phenylpyridine-4-carboxylate thus obtained forms colorless crystals with a melting point of 40 to 41. The new compound should find therapeutic use. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als Katalysa toren Metalle der Platingruppe verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als Katalysa- toren unedle Metalle verwendet. 3. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als Katalysator Nickel verwendet. 4. SUBClaims: 1. The method according to claim, characterized in that platinum group metals are used as catalysts. 2. The method according to claim, characterized in that base metals are used as catalysts. 3. The method according to claim, characterized in that the catalyst used is nickel. 4th Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man in Gegenwart säurebindender Mittel arbeitet. Process according to claim, characterized in that one works in the presence of acid-binding agents.
CH191458D 1934-11-24 1934-11-24 Process for the preparation of a carboxylic acid ester containing the pyridine nucleus. CH191458A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH186664T 1934-11-24
CH191458T 1934-11-24

Publications (1)

Publication Number Publication Date
CH191458A true CH191458A (en) 1937-06-15

Family

ID=25721398

Family Applications (1)

Application Number Title Priority Date Filing Date
CH191458D CH191458A (en) 1934-11-24 1934-11-24 Process for the preparation of a carboxylic acid ester containing the pyridine nucleus.

Country Status (1)

Country Link
CH (1) CH191458A (en)

Similar Documents

Publication Publication Date Title
CH191458A (en) Process for the preparation of a carboxylic acid ester containing the pyridine nucleus.
DE2139516A1 (en) New 3,4 dihydroxy benzyl alcohol derivatives and processes for their manufacture
AT117475B (en) Process for the preparation of substitution products of ß-iodopyridine.
DE568339C (en) Process for the production of a silver-containing preparation from ethylene diamine
CH192504A (en) Process for the preparation of a carboxylic acid containing the pyridine nucleus.
CH191459A (en) Process for the preparation of a carboxamide containing a pyridine nucleus.
AT142027B (en) Process for the preparation of acyl derivatives of the dihydrofollicle hormone.
DE540534C (en) Process for the preparation of alkoxy derivatives of 2-oxynaphthalene-3-carboxylic acid
DE615399C (en) Process for the preparation of alkyl acetamides
AT159379B (en) Process for the preparation of therapeutically valuable alcohols.
DE705641C (en) Process for the production of carboxylic acid anhydrides
AT146825B (en) Process for the preparation of polynuclear substituted ring ketones.
CH183330A (en) Process for the preparation of a mixture of isomeric acyloctahydrofollicle hormones.
CH148958A (en) Process for the preparation of a basic ether of the pyridine series.
CH232367A (en) Process for the preparation of a, a&#39;-di- (p-acetoxyphenyl) -a, a&#39;-diethyl-ethane.
CH176487A (en) Method for the preparation of an acyloctahydrofollicle hormone.
CH309787A (en) Process for the preparation of a metal-containing azo dye.
CH179650A (en) Process for the preparation of 4-phenylethyl-dihydroresorein.
CH148960A (en) Process for the preparation of a basic ether of the pyridine series.
CH186664A (en) Process for the preparation of a carboxylic acid containing the pyridine nucleus.
CH163397A (en) Process for the preparation of 1-p-oxyphenyl-2-N-methyl-amino-ethanol-1.
CH148957A (en) Process for the preparation of a basic ether of the pyridine series.
CH245879A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
CH182580A (en) Process for the preparation of a product which can be used as a wetting, washing, emulsifying, dispersing, leveling and softening agent.
CH228433A (en) Process for the preparation of 2,4-dibromo-androstanol acetate- (17) -one- (3).