CH217138A - Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. - Google Patents
Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative.Info
- Publication number
- CH217138A CH217138A CH217138DA CH217138A CH 217138 A CH217138 A CH 217138A CH 217138D A CH217138D A CH 217138DA CH 217138 A CH217138 A CH 217138A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- soluble
- molecular weight
- higher molecular
- production
- Prior art date
Links
Description
Verfahren zuräHerstellnng eines wasserlöslichen, höhermolekularen, a-substituierten Benzylaminderivates. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines wasser löslichen, höhermolekularen, a-substituierten Benzylaminderivates, dadurch gekennzeich net,
dass man a-Undecyl-4-chlor-3-methyl- benzylamin (erhältlich durch Erhitzen von 4-Chlor-3-methyllaurophenon mit Ammon- formiat und nachfolgende Verseifung der ent standenen Formylverbindung) mit Dimethyl- sulfat unter erschöpfender Methylierung in die quaternäre Ammoniumverbindung über führt.
Die neue Verbindung bildet ein helles (O1, das in Wasser klar löslich ist und als Des- infektionsmittel verwendet werden kann.
Beispiel: 210 Teile 4-Chlor-3-methyllaurophenon, dargestellt aus destillierter Palmkernfett- säure, Fraktion gp." 170 bis 220 , und o- Chlortoluol, werden mit 130 Teilen Ammon- formiat, hergestellt durch Neutralisieren von 830 Teilen Ameisensäure<B>85%</B> mit 1080 Tei- len Ammoniak<B>25%</B> und Eindampfen auf zirka 900 bis 950 Teile, vermischt und 10 Stunden auf 180 bis 185 erhitzt.
Die ent standene Formylverbindung des a-Undecyl-4- chlor-3-methylbenzylamins wird mit konz. Salzsäure verseift, das Amin mit Natron lauge in Freiheit gesetzt, ausgeäthert und destilliert. gp., 192 bis 240'. Das Amin ist ein helles, in verdünnter Salzsäure lösliches Öl mit stark basischem Geruch.
1/2 Mol. a-Undecyl-4-chlor-3-methylben- zylamin wird gelöst in 500 Volumteilen trok- kenem Benzol und 110 Teile feste Soda darin aufgeschlämmt.
Bei 75 bis<B>80'</B> lässt man langsam 195 Teile Dimethylsulfat zutropfen und rührt bei dieser Temperatur einige Stun- den bis sich die quaternäre Verbindung voll ständig gebildet hat. Dieselbe wird mit Was ser dem Benzol entzogen. Die klare, wässrige Lösung der quaternären Ammoniumverbin- dung wird eingedampft.
Es hinterbleibt ein helles Ö1, das in Wasser klar löslich ist und stark schäumt.
Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. The subject of the present patent is a process for the preparation of a water-soluble, higher molecular weight, α-substituted benzylamine derivative, characterized in that
that a-Undecyl-4-chloro-3-methylbenzylamine (obtainable by heating 4-chloro-3-methyllaurophenone with ammonium formate and subsequent saponification of the resulting formyl compound) with dimethyl sulfate with exhaustive methylation into the quaternary ammonium compound over leads.
The new compound forms a light-colored (O1, which is clearly soluble in water and can be used as a disinfectant.
Example: 210 parts of 4-chloro-3-methyllaurophenone, prepared from distilled palm kernel fatty acid, fraction gp. "170 to 220, and o-chlorotoluene, are mixed with 130 parts of ammonium formate, prepared by neutralizing 830 parts of formic acid <B> 85% </B> with 1080 parts of ammonia <B> 25% </B> and evaporation to approx. 900 to 950 parts, mixed and heated to 180 to 185 for 10 hours.
The resulting formyl compound of a-undecyl-4-chloro-3-methylbenzylamine is concentrated with. Hydrochloric acid is saponified, the amine is released with sodium hydroxide solution, etherified and distilled. gp., 192 to 240 '. The amine is a light-colored oil that is soluble in dilute hydrochloric acid and has a strong basic odor.
1/2 mol. Of a-Undecyl-4-chloro-3-methylbenzylamine is dissolved in 500 parts by volume of dry benzene and 110 parts of solid soda and slurried therein.
At 75 to 80, 195 parts of dimethyl sulfate are slowly added dropwise and the mixture is stirred at this temperature for a few hours until the quaternary compound has been completely formed. The same is removed from the benzene with water. The clear, aqueous solution of the quaternary ammonium compound is evaporated.
What remains is a light oil that is clearly soluble in water and foams strongly.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH217138T | 1938-11-25 | ||
| CH214904T | 1941-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH217138A true CH217138A (en) | 1941-09-30 |
Family
ID=25725648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH217138D CH217138A (en) | 1938-11-25 | 1938-11-25 | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH217138A (en) |
-
1938
- 1938-11-25 CH CH217138D patent/CH217138A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH217138A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH217137A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH217136A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH217133A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH217135A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH217130A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| AT163820B (en) | Process for the preparation of a new condensation product of sulfanilamidoethylthiodiazole | |
| AT135343B (en) | Process for the preparation of water-soluble metal complex compounds. | |
| CH213253A (en) | Process for the preparation of a new derivative of a heterocyclic compound. | |
| AT48333B (en) | Process for the preparation of derivatives of phenyl arsenic oxide and arsenobenzene. | |
| CH157237A (en) | Process for the production of a condensation product which can be used as a wetting and mercerizing agent. | |
| CH315083A (en) | Process for the preparation of a new aldehyde derivative | |
| CH214798A (en) | Process for the production of a betaine-like constituted condensation product. | |
| CH198052A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH242492A (en) | Process for the preparation of a new benzenesulfonamide derivative. | |
| CH104795A (en) | Process for the preparation of a wool dye. | |
| CH267601A (en) | Process for the preparation of a biguanide derivative. | |
| CH242605A (en) | Process for the preparation of a new derivative of a ring-substituted aromatic oxy compound. | |
| CH202721A (en) | Process for the preparation of the sodium salt of a sulfonic acid of N-aceto-N-methylcarbamic acid dodecyl ester. | |
| CH216304A (en) | Process for the preparation of a new derivative of a heterocyclic compound. | |
| CH216306A (en) | Process for the preparation of a new derivative of a heterocyclic compound. | |
| CH198050A (en) | Process for the preparation of a quaternary aminoacetic acid amide derivative. | |
| CH296521A (en) | Process for the preparation of an aliphatic, complex-forming diamino-N, N'-tetraacetic acid. | |
| CH267605A (en) | Process for the preparation of a biguanide derivative. | |
| CH206362A (en) | Process for the preparation of a nitrogen compound. |