CH234931A - Process for the preparation of an amino compound. - Google Patents

Process for the preparation of an amino compound.

Info

Publication number
CH234931A
CH234931A CH234931DA CH234931A CH 234931 A CH234931 A CH 234931A CH 234931D A CH234931D A CH 234931DA CH 234931 A CH234931 A CH 234931A
Authority
CH
Switzerland
Prior art keywords
amino compound
piperidine
production
preparation
compound
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 CH234931A publication Critical patent/CH234931A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Description

  

  Verfahren zur Herstellung einer     Aminoverbindung.       Gegenstand dieses     Patentes    bildet ein Ver  fahren zur Herstellung einer     Aminoverbin-          dung,        welches    dadurch .gekennzeichnet ist, dass  man     N-[1-Halogen-propyl-(3)]-piperidin    mit  einem Metall umsetzt und die erhaltene     Or-          g        o        anometallverbindung,        auf        Cyclohexanon        ein-          wirken    lässt.  



  Das so gewonnene     1'-[31-Piperidino-propyl-          (1)]-cyclohexanol-(1')    siedet bei 104-109        unter    0,05 mm und bildet ein Hydrochlorid  vom     Smp.        202=204 .     



  Die neue Verbindung soll therapeutische  Verwendung finden oder als Zwischenpro  dukt zur     Herstellung    therapeutisch verwend  barer Stoffe dienen.  



  <I>Beispiel:</I>  4,8 g     Magnesium    werden mit 210 cm'  trockenem Äther übergossen und mit 0,7 cm'       Äthylbromid    aktiviert. Sodann lässt man 32 g       N-[1-Chlorpropyl-(3@)]-piperidin    in 70 cm'  trockenem Äther ziemlich rasch zufliessen.  Durch     leiehtes        Erwärmen    wird die     Reaktion     dauernd in Gang     gehalten.    Man     erwärmt    hier-    auf in einem Wasserbad von 45 , gibt 10 g       Cyclohexanon    in 75 am' Äther während etwa.

    einer Stunde     portionenweise    zu, hält noch wei  tere 3     Stunden    bei 45  und     zerlegt    nachher       den        Grignard-Komplex    mit Eis und verdünn  ter Salzsäure. Der entstandene     Aminoalkohol     wird mit     Salzsäure    aus der     ätherischen    Lö  sung     ausigezogen,    aus den     vereinigten        Salz-          säureextrakten    freigesetzt und durch     Aus-          äthern    wie üblich isoliert.  



  Das erhaltene 1'-     [3-Piperidino-propyl-          (1)]-cyelohexanol-(1')    siedet bei 104-109        unter        0,0'15    mm. Das     Hydrochlorid    schmilzt,  aus     Alkohol-Essigester    umkristallisiert, bei       202-204 .  



  Process for the preparation of an amino compound. The subject of this patent is a process for the production of an amino compound, which is characterized in that N- [1-halo-propyl- (3)] -piperidine is reacted with a metal and the resulting organometallic compound is produced Cyclohexanone can act.



  The 1 '- [31-piperidino-propyl- (1)] -cyclohexanol- (1') obtained in this way boils below 0.05 mm at 104-109 and forms a hydrochloride with a melting point of 202 = 204.



  The new compound is intended to find therapeutic use or serve as an intermediate product for the production of therapeutically usable substances.



  <I> Example: </I> 4.8 g of magnesium are doused with 210 cm 'of dry ether and activated with 0.7 cm' of ethyl bromide. Then 32 g of N- [1-chloropropyl- (3 @)] piperidine are allowed to flow in fairly rapidly in 70 cm 'of dry ether. The reaction is kept going by gentle heating. It is then heated in a water bath of 45, 10 g of cyclohexanone in 75% of ether are added for about.

    one hour in portions, holds a further 3 hours at 45 and then breaks down the Grignard complex with ice and dilute hydrochloric acid. The resulting amino alcohol is extracted from the ethereal solution with hydrochloric acid, released from the combined hydrochloric acid extracts and isolated as usual by etherification.



  The 1'- [3-piperidino-propyl- (1)] -cyelohexanol- (1 ') obtained boils at 104-109 below 0.0'15 mm. The hydrochloride melts, recrystallized from alcohol / ethyl acetate, at 202-204.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer Amino- 'verbin.dung, dadurch gekennzeichnet, dass man N-[1-Halogen-propy'1-(3)]-piperidin mit einem Metall umsetzt und die erhaltene Or- ganometallverbindung auf Cyclohexanon ein wirken lässt. Das so .gewonnene l'- [3,-Piperidino-propyl- (1)]-cyclohexanol-(1') siedet bei 104-109 unter 0, PATENT CLAIM: A process for the production of an amino compound, characterized in that N- [1-halo-propy'1- (3)] - piperidine is reacted with a metal and the organometallic compound obtained is allowed to act on cyclohexanone . The l'- [3, -piperidino-propyl- (1)] -cyclohexanol- (1 ') obtained in this way boils below 0 at 104-109, 05 mm und bildet ein Hydrochlorid vom Smp. 202-904 . Die neue Verbindung soll therapeutische Verwendung finden oder als Zwischenpro dukt zur Herstellung therapeutisch verwend barer Stoffe dienen. UNTERANSPRÜCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man als Ausgangs- stoff N-Cl-Chlorpropyl-(3@)l-piperidin ver wendet. 2. 05 mm and forms a hydrochloride with a melting point of 202-904. The new compound is intended to find therapeutic use or serve as an intermediate product for the production of therapeutically usable substances. SUB-CLAIMS: 1. Process according to patent claim, characterized in that N-Cl-chloropropyl- (3 @) l-piperidine is used as the starting material. 2. Verfahren nach Patentanspruch, da durch bel@ennzeiehnet, dass man als Metall llabnesiuni verwendet. Process according to patent claim, because it is bel @ ennzeiehnet that the metal used is llabnesiuni.
CH234931D 1941-07-25 1941-07-25 Process for the preparation of an amino compound. CH234931A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234931T 1941-07-25
CH232887T 1941-07-25

Publications (1)

Publication Number Publication Date
CH234931A true CH234931A (en) 1944-10-31

Family

ID=25727766

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234931D CH234931A (en) 1941-07-25 1941-07-25 Process for the preparation of an amino compound.

Country Status (1)

Country Link
CH (1) CH234931A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2590638A (en) * 1952-03-25 Z-cyclohexyl and z-cyclohexylidene

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2590638A (en) * 1952-03-25 Z-cyclohexyl and z-cyclohexylidene

Similar Documents

Publication Publication Date Title
CH234931A (en) Process for the preparation of an amino compound.
CH234932A (en) Process for the preparation of an amino compound.
CH234936A (en) Process for the preparation of an amino compound.
DE741156C (en) Process for the production of succinimide
CH250806A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
AT237596B (en) Process for the preparation of the new 1-cyclohexyl-2-aminopropanos- (1) and its salts
DE743159C (en) Process for the preparation of cyclopentanopolyhydrophenanthrene ketones
AT160725B (en) Process for the production of acid amides or acidides.
DE838289C (en) Process for the preparation of d-ª ‡, ª † -Dioxy-ª ‰, ª ‰ -dimethyl-butyric acid amides
CH208297A (en) Process for the preparation of a tertiary carbinol of the cyclopentanopolyhydrophenanthrene series.
CH245879A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
CH254446A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
CH222484A (en) Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-propyl-ketone.
CH232058A (en) Process for the preparation of 1-phenyl-2-dimethylaminopropanol- (1).
CH235480A (en) Process for the preparation of a compound of the cyclopentanopolyhydro-phenanthrene series.
CH235487A (en) Process for the preparation of a compound of the cyclopentanopoly-hydrophenanthrene series.
CH245880A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
CH262162A (en) Process for the preparation of a new oxyhydrophenanthrene derivative.
CH236171A (en) Process for the preparation of 4-amino-benzenesulfone-3&#39;-isopropylmercapto-benzamide.
CH309836A (en) Process for the production of a coumarin derivative.
CH222491A (en) Process for the preparation of 3-acetoxybisnorcholanyl-acetoxymethyl-ketone.
CH298684A (en) Process for the preparation of the dipropargyl ether of 4,4&#39;-dioxy-a, B-diethyl-stilbene.
DE1793629A1 (en) Process for the preparation of new substituted malonic acid monohydrazides
CH235500A (en) Process for the preparation of isopropyl diphenyl-piperidinoethyl-acetic acid.
CH305345A (en) Process for the preparation of a therapeutically valuable compound of the quinoline series.