CH107780A - 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
- CH107780A CH107780A CH107780DA CH107780A CH 107780 A CH107780 A CH 107780A CH 107780D A CH107780D A CH 107780DA CH 107780 A CH107780 A CH 107780A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- acylated derivative
- unilaterally
- ethylene diamine
- salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 125000003916 ethylene diamine group Chemical class 0.000 title 1
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical class NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 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
- FKGXTVIXANERTO-UHFFFAOYSA-N 1-N,2-N-dimethylicosane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCC(CNC)NC FKGXTVIXANERTO-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VUQPJRPDRDVQMN-UHFFFAOYSA-N 1-chlorooctadecane Chemical compound CCCCCCCCCCCCCCCCCCCl VUQPJRPDRDVQMN-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- KVKFRMCSXWQSNT-UHFFFAOYSA-N n,n'-dimethylethane-1,2-diamine Chemical compound CNCCNC KVKFRMCSXWQSNT-UHFFFAOYSA-N 0.000 description 1
- WVJVHUWVQNLPCR-UHFFFAOYSA-N octadecanoyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCCCCCC WVJVHUWVQNLPCR-UHFFFAOYSA-N 0.000 description 1
- 125000004079 stearyl 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])([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])C([H])([H])[H] 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 ithylendiamins. Es wurde gefunden, dass man zu einem einseitig a.cylierten Derivat des Atliylendi- amins gelangen kann, indem man a.s. Di- metliylätliylendiamin mit einer das Radikal der Ste-arinsäure enthaltendenVerbindung, wie z.
B. Stearinsäure, Stearinsäurelialogeniden bezw. -estern, oder Stearinsäureanbydrid, in üblicher Weise behandelt.
Das Stearyl-.dimethylätliylendiami,d stellt bei. 71 schmelzende Kristalle dar, die in Wasser unlöslich, in organischen Lösungs mitteln löslich sind. Es bildet mit Säuren -wasserlösliche Salze. Die neue Verbindung soll entweder als solche oder in Form ihrer Salze zu technischen und therapeutischen Zwecken Verwendung finden.
<I>Beispiel:</I> Zu einer Lösung von 6 Teilen as. Di- mel:liylä.tIiylendiamin in 50 Teilen Benzol -werden 10 Teile Stearylchlorid in etwas Benzol gelöst, zugefügt. Nach dem Ver dampfen des Benzols wird der Rückstand aus verdünntem Aceton umkristallisiert.
Process for the preparation of a one-sided acylated derivative of ethylenediamine. It has been found that a unilaterally acylated derivative of atliylenediamine can be obtained by using a.s. Dimethylethylenediamine with a compound containing the radical of the stearic acid, such as e.g.
B. stearic acid, stearic acid bezw. esters, or stearic anhydride, treated in the usual way.
The stearyl .dimethylätliylendiami, d provides at. 71 are melting crystals which are insoluble in water and 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> 10 parts of stearyl chloride dissolved in a little benzene are added to a solution of 6 parts of as. Di- mel: liylä.tiylenediamine in 50 parts of benzene. After the benzene has evaporated, the residue is recrystallized from dilute acetone.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH107202T | 1923-07-17 | ||
| CH107780T | 1923-07-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH107780A true CH107780A (en) | 1924-11-17 |
Family
ID=25707131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH107780D CH107780A (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) | CH107780A (en) |
-
1923
- 1923-07-17 CH CH107780D patent/CH107780A/en unknown
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