CH291680A - 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
- CH291680A CH291680A CH291680DA CH291680A CH 291680 A CH291680 A CH 291680A CH 291680D A CH291680D A CH 291680DA CH 291680 A CH291680 A CH 291680A
- Authority
- CH
- Switzerland
- Prior art keywords
- bis
- alkane
- quaternary ammonium
- preparation
- aminoalkoxy
- 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
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 4
- 239000000155 melt Substances 0.000 claims description 3
- 239000001273 butane Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- UVZGOOXAARJPHD-UHFFFAOYSA-N butan-2-one;methanol Chemical compound OC.CCC(C)=O UVZGOOXAARJPHD-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 235000009518 sodium iodide Nutrition 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer quaternären Ammoniumverbindung eines Bis-aminoalkoxy-alkans. CTegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung einer quaternären Ammoniumverbindung eines Bis-amino-alkoxy- alkans. Das Verfahren ist dadurch gekenn zeichnet, dass man auf ein Mol 1,4-Bis-(ss-jod- äthoxy )
-betan zwei Mol Trimethylamin ein wirken lässt.
Die erhaltene neue Verbindung, das 1,4- Bis- (ss-trimethylammonium - äthoxy) -butan-di- ,jodid, schmilzt bei 235 . Sie soll therapeutische Verwendung finden.
Beispiel: 3,98 Teile 1,4-Bis-(ss-jod-äthoxy)-butan (erhalten durch Kochen von 1,4-Bis-(ss-brom- iitlioxy )-betan mit Natriumjodid in Aceton) werden mit 1.2 Teilen einer methanolischen 7'i#imethj-laminlösung (20%) im Einschmelz- rohe 4 Stunden im siedenden Wasserbad erwärmt. Anschliessend versetzt man die Lö sung mit etwas Butanon, dampft sie bis zur beginnenden Trübung ein und lässt in der Kälte kristallisieren.
Das erhaltene 1,4-Bis- (ss - trimethyl - ammonium - äthoxy) -butan-dij o- did schmilzt nach Umkristallisation aus Me thanol -i- Butanon bei 235 .
Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. The subject of the present patent is a process for the preparation of a quaternary ammonium compound of a bis-amino-alkoxyalkane. The process is characterized in that one mole of 1,4-bis (ss-iodo-ethoxy)
-Betan two moles of trimethylamine can act.
The new compound obtained, the 1,4-bis- (ss-trimethylammonium-ethoxy) -butane-di- iodide, melts at 235. It should find therapeutic use.
Example: 3.98 parts of 1,4-bis- (ss-iodo-ethoxy) -butane (obtained by boiling 1,4-bis- (ss-bromo-iitlioxy) -betane with sodium iodide in acetone) are 1.2 parts a methanolic 7'i # imethj-lamin solution (20%) in the melt-down crude heated for 4 hours in a boiling water bath. Then the solution is mixed with a little butanone, evaporated until it starts to become cloudy and allowed to crystallize in the cold.
The 1,4-bis (ss-trimethyl-ammonium-ethoxy) -butane-dijodide obtained melts at 235 after recrystallization from methanol-butanone.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH291680T | 1952-04-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH291680A true CH291680A (en) | 1953-06-30 |
Family
ID=4487541
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH291680D CH291680A (en) | 1952-04-21 | 1949-12-07 | Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH291680A (en) |
-
1949
- 1949-12-07 CH CH291680D patent/CH291680A/en unknown
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