CH202162A - Process for the preparation of a new aminoketone. - Google Patents
Process for the preparation of a new aminoketone.Info
- Publication number
- CH202162A CH202162A CH202162DA CH202162A CH 202162 A CH202162 A CH 202162A CH 202162D A CH202162D A CH 202162DA CH 202162 A CH202162 A CH 202162A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- aminoketone
- preparation
- parts
- dyeings
- Prior art date
Links
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims description 3
- 229940008406 diethyl sulfate Drugs 0.000 claims description 3
- SQXFLYBOPPSMSG-UHFFFAOYSA-N 1-(4-chlorophenyl)dodecan-1-one Chemical compound CCCCCCCCCCCC(=O)C1=CC=C(Cl)C=C1 SQXFLYBOPPSMSG-UHFFFAOYSA-N 0.000 claims description 2
- JFGQHAHJWJBOPD-UHFFFAOYSA-N 3-hydroxy-n-phenylnaphthalene-2-carboxamide Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=CC=C1 JFGQHAHJWJBOPD-UHFFFAOYSA-N 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000009967 direct dyeing Methods 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 230000000855 fungicidal effect Effects 0.000 claims description 2
- 230000002940 repellent Effects 0.000 claims description 2
- 239000005871 repellent Substances 0.000 claims description 2
- 239000000080 wetting agent Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- STPZUQWFZYJTSK-UHFFFAOYSA-N 1-[4-(dimethylamino)phenyl]dodecan-1-one Chemical compound CN(C1=CC=C(C=C1)C(CCCCCCCCCCC)=O)C STPZUQWFZYJTSK-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines neuen Aminoketons. Gegenstand des vorliegenden Zusatzpa tentes ist ein Verfahren zur Darstellung eines neuen Aminoketons, dadurch gekenn zeichnet, dass man p-Chlorlaurophenon mit Dimethylamin und das entstandene p-Dime- thylaminolaurophenon mit Diäthylsulfat um setzt.
Die neue Verbindung, das p-Dimethyl- äthylammoniumlaurophenon-ätbylsulfat, eine bräunliche, dickflüssige Masse, ist in Wasser klar löslich und eignet sich als Netzmittel, als Mittel zur Verbesserung der Wasserecht heit von Direktfärbungen, als Abziehmittel für Naphtol-AS-Färbungen, als Mottenschutz mittel und besitzt gute fungizide und bak terizide Eigenschaften.
<I>Beispiel:</I> 250 Teile Chlorbenzol werden mit 100 Teilen Aluminiumchlorid versetzt und unter Rühren 109 Teile Palmkernfettsäurechlorid zugetropft. Nach 15 Stunden bei<B>70-800</B> wird abgekühlt, in Wasser gegossen und mit Wasserdampf destilliert, bis alles über schüssige Chlorbenzol verschwunden ist. Zu- rück bleiben 100 Teile p-Chlorlaurophenon vom Kp15 = 195-230<B>0</B> C.
50 Teile dieser Verbindung werden mit einer alkoholischen Lösung von 40 Teilen Dirnethylamin in 250 Volumteilen Alkohol und etwas Kupferpulver im Autoklaven 20 Stunden auf 220-230 erhitzt. Nach Ent fernen des Kupferpulvers und Verjagen des Lösungsmittels lässt sich das p-Dimethyl- aminolaurophenon als gelbes Ö1 gewinnen, das langsam erstarrt. Es ist in Salzsäure klar löslich. Kp1s = 225-250 C.
20 Teile p-Dimethylaminolaurophenon und 15 Teile Diäthylsulfat werden während 30 Minuten auf 120-130 erhitzt. Es bildet sich das klar wasserlösliche p-Dimethyläthyl- ammoniumlaurophenon-äthylsulfat in Form einer bräunlichen, dickflüssigen Masse.
Process for the preparation of a new aminoketone. The subject of the present Zusatzpa tentes is a process for the preparation of a new aminoketone, characterized in that p-Chlorlaurophenon with dimethylamine and the resulting p-Dimethylaminolaurophenon with diethyl sulfate is.
The new compound, p-Dimethyl- äthylammoniumlaurophenon-ätbylsulfat, a brownish, viscous mass, is clearly soluble in water and is suitable as a wetting agent, as a means to improve the waterfastness of direct dyeings, as a stripping agent for Naphthol-AS dyeings, as Moth repellent and has good fungicidal and bactericidal properties.
<I> Example: </I> 250 parts of chlorobenzene are mixed with 100 parts of aluminum chloride and 109 parts of palm kernel fatty acid chloride are added dropwise with stirring. After 15 hours at <B> 70-800 </B> the mixture is cooled, poured into water and distilled with steam until all excess chlorobenzene has disappeared. What remains are 100 parts of p-chlorophenone with a bp15 = 195-230 <B> 0 </B> C.
50 parts of this compound are heated to 220-230 for 20 hours in an autoclave with an alcoholic solution of 40 parts of dimethylamine in 250 parts by volume of alcohol and some copper powder. After removing the copper powder and chasing off the solvent, the p-dimethylaminolaurophenone can be obtained as a yellow oil that slowly solidifies. It is clearly soluble in hydrochloric acid. Kp1s = 225-250 C.
20 parts of p-dimethylaminolaurophenone and 15 parts of diethyl sulfate are heated to 120-130 for 30 minutes. The clear, water-soluble p-dimethylethylammoniumlaurophenone ethyl sulfate is formed in the form of a brownish, viscous mass.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH202162T | 1937-07-16 | ||
| CH200365T | 1937-07-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH202162A true CH202162A (en) | 1938-12-31 |
Family
ID=25723459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH202162D CH202162A (en) | 1937-07-16 | 1937-07-16 | Process for the preparation of a new aminoketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH202162A (en) |
-
1937
- 1937-07-16 CH CH202162D patent/CH202162A/en unknown
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