CH299232A - Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. - Google Patents
Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane.Info
- Publication number
- CH299232A CH299232A CH299232DA CH299232A CH 299232 A CH299232 A CH 299232A CH 299232D A CH299232D A CH 299232DA CH 299232 A CH299232 A CH 299232A
- Authority
- CH
- Switzerland
- Prior art keywords
- bis
- quaternary ammonium
- alkane
- ammonium compound
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 150000003856 quaternary ammonium compounds Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 3
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N N-undecane Natural products CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer quaternären Ammoniumverbindung eines Bis-aminoalkoxy-alkans. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung einer quaternären Ammoniumverbindung eines Bis-aminoalkoxy- alkans. Das Verfahren ist dadurch gekenn zeichnet, dass man auf ein Mol 1,11-Bis-(ss-di- äthylamino-äthoxy)-undekan zwei Mol Äthyl- jodid einwirken lässt.
Die erhaltene neue Verbindung, das 1,11 Bis- (ss-triäthylammonium-äthoxy)-undekan- dijodid, schmilzt bei etwa 128 . Sie soll thera peutische Verwendung finden.
<I>Beispiel:</I> 19,3 Teile 1,11-Bis- (ss-diäthylamino-äthoxy)- undekan werden mit 80 Teilen trockenem Aceton und 19 Teilen Äthyljodid 14 Stunden in einem Wasserbad von 50-60 erwärmt.
Nach Erkalten wird abgesaugt und das erhal- texie 1,11 -Bis-(ss-triäthylammonium-äthoxy)- undekan-dijodid gewünschtenfalls durch Um kristallisieren aus Butanon -f- wenig abs. Me thanol gereinigt, indem das Salz in möglichst wenig heissem Methanol gelöst und darauf so viel heisses Butanon zugefügt; wird, dass in der Hitze noch alles gelöst bleibt.
Das umkristallisierte Produkt schmilzt bei etwa 128 .
Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. The present patent is a process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxyalkane. The process is characterized in that one mole of 1,11-bis (ss-diethylamino-ethoxy) -undecane is allowed to act on two moles of ethyl iodide.
The new compound obtained, the 1,11 bis (ss-triethylammonium ethoxy) undecanediodide, melts at about 128. It should find therapeutic use.
<I> Example: </I> 19.3 parts of 1,11-bis (ss-diethylamino-ethoxy) - undecane are heated with 80 parts of dry acetone and 19 parts of ethyl iodide for 14 hours in a 50-60 water bath.
After cooling, the product is filtered off with suction and the obtained texie 1,11-bis- (ss-triethylammonium-ethoxy) - undecane diiodide, if desired, by recrystallizing from butanone -f- a little abs. Methanol is purified by dissolving the salt in as little hot methanol as possible and then adding as much hot butanone; that everything remains resolved in the heat.
The recrystallized product melts at about 128.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH299232T | 1951-09-20 | ||
| CH290449T | 1952-04-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH299232A true CH299232A (en) | 1954-05-31 |
Family
ID=25733009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH299232D CH299232A (en) | 1951-09-20 | 1951-09-20 | Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH299232A (en) |
-
1951
- 1951-09-20 CH CH299232D patent/CH299232A/en unknown
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