CH227888A - Process for the preparation of a higher amine. - Google Patents
Process for the preparation of a higher amine.Info
- Publication number
- CH227888A CH227888A CH227888DA CH227888A CH 227888 A CH227888 A CH 227888A CH 227888D A CH227888D A CH 227888DA CH 227888 A CH227888 A CH 227888A
- Authority
- CH
- Switzerland
- Prior art keywords
- morpholine
- ethyl
- preparation
- phenyl
- mole
- Prior art date
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
- C07D295/12—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 or doubly bound nitrogen atoms
- C07D295/125—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—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 or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Description
Verfahren zur Herstellung eines höheren Amins. Es wurde, gefunden, dass man zu thera peutisch wertvollen Verbindungen gelangen kann, wenn man auf 1 Mol l,@-Di-plienyl- äthyl-amin lvIoi@pliolinoalkyllialogenide einwir ken lässt. Von besonderem Vorteil hat sich hierbei erwiesen, wenn man beim Umsetzen des ilIorpliolinoalkylhalogenids mit dein Aus gangsamin 1 Mol einer tertiären Base (vor teilhafterweise Triäthanolamin) zusetzt, um auf diese Weise die, in der Reaktion ent stehende Halogenwasserstoffsäure abzufangen.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung<I>von</I> Di-pheiiyl-ätliylamino)-äthyll-morpholin, das dadurch gekennzeichnet ist, dass man äqui- molekulare Mengen ,8,P-Di-phenyl-äthylamiii und 4-(p-Halogen-äthyl)-morpholin aufeinander einwirken lässt. Es kann dabei zum Abfangen der bei der Reaktion entstehenden Halogen- wasserstoffsäure 1 Mol einer tertiären Base hinzugefügt werden.
Das Bihydrochlorid des so erhaltenen 4- [@-(@',3'-Diplienyl - äthy lamirio)- äthyl]- morpho- lin bildet weisse, körnige Kristalle vom Schmelzpunkt 202 .
<I>Beispiel:</I> ss,ss-Diphenyläthyl -morpholin oäthyl - amin. 1 Mol P,ss-Di-phenyl-äthylamin, 1 Mol 4-(@- Chlor-äthyl)-morpholin und 1 Mol Triäthanol- amin werden eine Stunde am Rückflusskühler auf dem siedenden Wasserbad erhitzt, wobei unter Gelb- bis Rotfärbung Abscheidung von Triäthanolamin-hydrochlorid eintritt.
Man ver setzt mit Wasser, nimmt das<B>01</B> in Äther auf und fällt nach dem Trocknen mit Ätzkali mit ätherischer Salzsäure. Das ausfallende Bihydrochlorid wird durch Umkristallisieren aus Methanol und eventuelles Fällen mit Äther gereinigt.
Bihydrochlorid: weisse, körnige Kristalle vom Schmelzpunkt 2021.
Process for the preparation of a higher amine. It has been found that therapeutically valuable compounds can be obtained if one can act on 1 mol of l, @ - di-plienyl ethyl amine lvIoi @ pliolinoalkyllialogenide. It has been found to be of particular advantage if 1 mol of a tertiary base (before geous triethanolamine) is added when the ilIorpliolinoalkylhalogenids are reacted with the starting amine, in order to trap the hydrohalic acid produced in the reaction.
The subject of the present patent is a process for the production of di-pheiiyl-ätliylamino) -äthyll-morpholine, which is characterized in that equimolecular amounts, 8, P-di-phenyl-ethylamiii and 4- (p-halo-ethyl) -morpholine can act on each other. In this case, 1 mol of a tertiary base can be added to trap the hydrohalogen acid formed in the reaction.
The bihydrochloride of the 4- [@ - (@ ', 3'-diplienyl - ethy lamirio) - ethyl] - morpholine thus obtained forms white, granular crystals with a melting point of 202.
<I> Example: </I> ss, ss-Diphenyläthyl -morpholin oäthyl - amine. 1 mole of P, ß-di-phenyl-ethylamine, 1 mole of 4 - (@ - chloro-ethyl) -morpholine and 1 mole of triethanolamine are heated on the reflux condenser on the boiling water bath for one hour, with a yellow to red color separation of Triethanolamine hydrochloride occurs.
It is mixed with water, the <B> 01 </B> is absorbed in ether and, after drying, it is precipitated with caustic potash with ethereal hydrochloric acid. The precipitated bihydrochloride is purified by recrystallization from methanol and possibly precipitation with ether.
Bihydrochloride: white, granular crystals with a melting point of 2021.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH227888T | 1942-02-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH227888A true CH227888A (en) | 1943-07-15 |
Family
ID=4455297
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH227888D CH227888A (en) | 1942-02-25 | 1942-02-25 | Process for the preparation of a higher amine. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH227888A (en) |
-
1942
- 1942-02-25 CH CH227888D patent/CH227888A/en unknown
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