CH312052A - Process for the preparation of a diammonium compound. - Google Patents
Process for the preparation of a diammonium compound.Info
- Publication number
- CH312052A CH312052A CH312052DA CH312052A CH 312052 A CH312052 A CH 312052A CH 312052D A CH312052D A CH 312052DA CH 312052 A CH312052 A CH 312052A
- Authority
- CH
- Switzerland
- Prior art keywords
- bis
- hexyl
- preparation
- mol
- ïthoxy
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 7
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 6
- QMHNQZGXPNCMCO-UHFFFAOYSA-N n,n-dimethylhexan-1-amine Chemical compound CCCCCCN(C)C QMHNQZGXPNCMCO-UHFFFAOYSA-N 0.000 claims description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- FQWWBSXIOLTRSN-UHFFFAOYSA-N octane;dihydrobromide Chemical compound Br.Br.CCCCCCCC FQWWBSXIOLTRSN-UHFFFAOYSA-N 0.000 claims description 2
- 238000001953 recrystallisation Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer Diammoniumverbindung.
Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung einer Diammo niumverbindung, welches dadurch gekenn- zeichnet ist, dass man 1 Mol 1, 8-Bis- (¯-dimethylamino-Ïthoxy)-octan mit 2 Mol n Hexylbromid umsetzt.
Die erhaltene neue Verbindung, das 1, 8 Bis- [¯-(n-hexyl-dimethyl-ammonium)-Ïthoxy] octan-dibromid, schmilzt bei 130 . Sie soll als Arzneimittel und als Zwischenprodukt f r Arzneimittel Verwendung finden.
Beispiel :
3, 1 Teile 1, 8-Bis-(¯-dimethylamino-Ïthoxy)oetan werden in 20 Volumteilen Aceton gelöst, mit 3, 8 Teilen n-Hexylbromid (Molver hältnis 1 : 2, 3) versetzt und etwa 14 Stunden am Rückfluss erhitzt. Beim Stehenlassen kristallisiert das diquartäre Salz aus. Nach Umkristallisieren aus wenig abs. Methanol unter Zusatz von Butanon, schmilzt das 1, 8-Bis-[¯ (n-hexyl-dimethyl-ammonium)-äthoxy]-octan- dibromid bei 130 .
PATENTANSPRUCII :
Verfahren zur Herstellung einer Diammo niumverbindung, dadurch gekennzeichnet, dass man 1 Mol 1, 8-Bis-(¯-dimethylamino-Ïthoxy)oetan mit 2 Mol n-Hexylbromid umsetzt.
Die erhaltene neue Verbindung, das 1, 8 Bis- [p-(n-hexyl-dimethyl-ammonium)-äthoxy]- oetan-dibromid, schmilzt bei 130 .
**WARNUNG** Ende DESC Feld konnte Anfang CLMS uberlappen**.
Process for the preparation of a diammonium compound.
The subject of the present patent is a process for the preparation of a diammonium compound which is characterized in that 1 mol of 1,8-bis (¯-dimethylamino-ethoxy) octane is reacted with 2 mol of n-hexyl bromide.
The new compound obtained, 1.8 bis- [¯- (n-hexyl-dimethyl-ammonium) -Ïthoxy] octane dibromide, melts at 130. It should be used as a drug and as an intermediate for drugs.
Example:
3.1 parts of 1,8-bis- (¯-dimethylamino-Ïthoxy) oetane are dissolved in 20 parts by volume of acetone, mixed with 3.8 parts of n-hexyl bromide (molar ratio 1: 2, 3) and refluxed for about 14 hours . When left to stand, the diquartary salt crystallizes out. After recrystallization from a little abs. Methanol with the addition of butanone, the 1,8-bis [¯ (n-hexyl-dimethyl-ammonium) -ethoxy] -octanedibromide melts at 130.
PATENT CLAIM:
Process for the preparation of a diammonium compound, characterized in that 1 mol of 1,8-bis (¯-dimethylamino-Ïthoxy) oetane is reacted with 2 mol of n-hexyl bromide.
The new compound obtained, 1.8 bis- [p- (n-hexyl-dimethyl-ammonium) -ethoxy] -oetane dibromide, melts at 130.
** WARNING ** End of DESC field could overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH312052T | 1952-06-13 | ||
| CH308688T | 1955-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH312052A true CH312052A (en) | 1955-12-15 |
Family
ID=25735507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH312052D CH312052A (en) | 1952-06-13 | 1952-06-13 | Process for the preparation of a diammonium compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH312052A (en) |
-
1952
- 1952-06-13 CH CH312052D patent/CH312052A/en unknown
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