CH201510A - Process for the preparation of a quaternary aminobenzylacylamine. - Google Patents
Process for the preparation of a quaternary aminobenzylacylamine.Info
- Publication number
- CH201510A CH201510A CH201510DA CH201510A CH 201510 A CH201510 A CH 201510A CH 201510D A CH201510D A CH 201510DA CH 201510 A CH201510 A CH 201510A
- Authority
- CH
- Switzerland
- Prior art keywords
- quaternary
- aminobenzylacylamine
- preparation
- fatty acid
- palm kernel
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 229920000742 Cotton Polymers 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 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
- MOPKEVZNTQGVEM-UHFFFAOYSA-N 4-amino-2-benzyl-4-(dimethylamino)cyclohexa-1,5-diene-1-sulfonic acid Chemical compound CN(C1(CC(=C(S(=O)(=O)O)C=C1)CC1=CC=CC=C1)N)C MOPKEVZNTQGVEM-UHFFFAOYSA-N 0.000 claims 1
- RLCUDLFOEJBGHG-UHFFFAOYSA-N CC1(CNN)CC=C(C=C1)C Chemical compound CC1(CNN)CC=C(C=C1)C RLCUDLFOEJBGHG-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines quaternären Aminobenzylacylamins. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Herstellung eines quaternären Aminobenzylacylamines,
gekennzeichnet durch Umsetzung von Palm- kernfettsäureamid mit p-Dimethylaminobeu- zylsulfanilsäure zum p-Dimethylaminobexi- zylamid der Palmkernfettsäure und Um wandlung dieses Acylamines mit Diäthyl- sulfat in die entsprechende quaternäre Ver- bindung.
Die neue Verbindung wird als weiche Masse erhalten; die sich leicht in Wasser löst und wertvolle kapillaraktive Eigenschaften besitzt. Sie eignet sich insbesondere als Weichmacher für Baumwolle und umgefällte Cellulose.
<I>Beispiel:</I> I Mol. Palmkemfettsäureamid und 1,1 Mol. p-Dimethylaminobenzylsulfanilsäure werden in ammoniakalischer Lösung 6 Stunden im Rührautoklaven auf<B>150'</B> C erhitzt. Nach dem Erkalten wird die Reaktionsmasse ab- gesaugt und mit Wasser nachgewaschen..
Darauf wird das Produkt zur Reinigung in heissem Amylalkohol aufgenommen, das Wasser abgetrennt und die amylalkoholische Lösung vom Ungelösten abfiltriert. Nach dem Abdestülieren des Lösungsmittels erhält man das substituierte Fettsäureamid als hell braune wachsartige Masse.
Durch zweistündiges Erwärmen mit der gleichen Gewichtsmenge an Diäthylsulfat er hält man die quaternäre Ammoniumverbin- dung als weiche Masse, die sich leicht in Wasser löst und wertvolle kapillaraktive Eigenschaften besitzt. Sie eignet sich ins besondere als Weichmacher für Baumwolle und umgefällte Cellulose.
Process for the preparation of a quaternary aminobenzylacylamine. The subject of the present additional patent is a process for the production of a quaternary aminobenzylacylamines,
characterized by the reaction of palm kernel fatty acid amide with p-dimethylaminobeuzylsulphanilic acid to form p-dimethylaminobexizylamide of palm kernel fatty acid and conversion of this acylamine with diethyl sulphate into the corresponding quaternary compound.
The new connection is obtained as a soft mass; which dissolves easily in water and has valuable capillary-active properties. It is particularly suitable as a softener for cotton and reprecipitated cellulose.
<I> Example: </I> I mol. Palm kernel fatty acid amide and 1.1 mol. P-dimethylaminobenzylsulfanilic acid are heated to <B> 150 ° C. in an ammoniacal solution for 6 hours in a stirred autoclave. After cooling, the reaction mass is sucked off and washed with water.
The product is then taken up in hot amyl alcohol for cleaning, the water is separated off and the undissolved amyl alcoholic solution is filtered off. After the solvent has been distilled off, the substituted fatty acid amide is obtained as a light brown, waxy mass.
By heating for two hours with the same amount by weight of diethyl sulfate, the quaternary ammonium compound is kept as a soft mass that dissolves easily in water and has valuable capillary-active properties. It is particularly suitable as a softener for cotton and reprecipitated cellulose.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH201510T | 1937-06-03 | ||
| CH199452T | 1939-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201510A true CH201510A (en) | 1938-11-30 |
Family
ID=25723267
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201510D CH201510A (en) | 1937-06-03 | 1937-06-03 | Process for the preparation of a quaternary aminobenzylacylamine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201510A (en) |
-
1937
- 1937-06-03 CH CH201510D patent/CH201510A/en unknown
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