CH107778A - Process for the preparation of a unilaterally acylated derivative of ethylene diamine. - Google Patents
Process for the preparation of a unilaterally acylated derivative of ethylene diamine.Info
- Publication number
- CH107778A CH107778A CH107778DA CH107778A CH 107778 A CH107778 A CH 107778A CH 107778D A CH107778D A CH 107778DA CH 107778 A CH107778 A CH 107778A
- Authority
- CH
- Switzerland
- Prior art keywords
- unilaterally
- acylated derivative
- preparation
- ethylene diamine
- ethylenediamine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 125000003916 ethylene diamine group Chemical class 0.000 title 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical class NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
- 239000005642 Oleic acid Substances 0.000 claims description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- -1 oleyl ethylene diamide Chemical compound 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- OCNZHGHKKQOQCZ-CLFAGFIQSA-N [(z)-octadec-9-enoyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(=O)CCCCCCC\C=C/CCCCCCCC OCNZHGHKKQOQCZ-CLFAGFIQSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- XZUAPPXGIFNDRA-UHFFFAOYSA-N ethane-1,2-diamine;hydrate Chemical compound O.NCCN XZUAPPXGIFNDRA-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines einseitig acylierten Derivates des Äthylendiamins. Es wurde gefunden, dass inan zu einem einseitig acylierten Derivat des Äthylendiamins gelangen kann, indem man Äthylendiamin mit einer das Radikal der Ölsäure enthal tenden Verbindung, wie z. B. Ölsäure, Öl säurehalogeniden bezw. -Estern oder Olsaure- anhydrid in üblicher Weise behandelt. Das Äthylendiamin wird zweckmässig in Form seines Hydrats verwendet.
Das Oleyl-Äthylendiainid stellt ein dickes, nieht destillierbares Öl dar, das sich in Wasser mit stark alkalischer Reaktion löst und in organischen Lösungsmitteln leicht löslich ist. Es bildet mit Säuren wasserlös liche Salze. Die neue Verbindung soll ent weder als solche oder in Form ihrer Salze zu technischen und therapeutischen Zwecken Verwendung finden.
<I>Beispiel:</I> 25 Teile Ölsäure werden mit 10 Teilen Athylendiaminhydrat 6 Stunden im geschlos senen Gefäss oder am Rückfluss auf 180-200 erhitzt. Das Reaktionsprodukt wird mit Aeeton angerieben und das syrn. Dioleyl-Athylen- diamid durch Filtration entfernt. Nach dem Verdunsten des Acetons bleibt das Oleyl- Äthylendiamid in fast reinem Zustande zurück.
Process for the preparation of a unilaterally acylated derivative of ethylene diamine. It has been found that inan a unilaterally acylated derivative of ethylenediamine can be obtained by ethylenediamine with a compound containing the radical of oleic acid, such as. B. oleic acid, oleic acid halides respectively. -Estern or oleic anhydride treated in the usual way. The ethylenediamine is expediently used in the form of its hydrate.
The oleyl ethylenediainide is a thick, non-distillable oil, which dissolves in water with a strongly alkaline reaction and is easily soluble in organic solvents. It forms water-soluble salts with acids. The new compound is intended to be used either as such or in the form of its salts for technical and therapeutic purposes.
<I> Example: </I> 25 parts of oleic acid are heated with 10 parts of ethylenediamine hydrate for 6 hours in a closed vessel or under reflux to 180-200. The reaction product is rubbed with acetone and the syrn. Dioleyl ethylene diamide removed by filtration. After the acetone has evaporated, the oleyl ethylene diamide remains in an almost pure state.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH107202T | 1923-07-17 | ||
| CH107778T | 1923-07-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH107778A true CH107778A (en) | 1924-11-17 |
Family
ID=25707129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107778D CH107778A (en) | 1923-07-17 | 1923-07-17 | Process for the preparation of a unilaterally acylated derivative of ethylene diamine. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH107778A (en) |
-
1923
- 1923-07-17 CH CH107778D patent/CH107778A/en unknown
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