CH158449A - Process for the preparation of an acridine derivative. - Google Patents
Process for the preparation of an acridine derivative.Info
- Publication number
- CH158449A CH158449A CH158449DA CH158449A CH 158449 A CH158449 A CH 158449A CH 158449D A CH158449D A CH 158449DA CH 158449 A CH158449 A CH 158449A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- acridine derivative
- yellow
- compound
- ogy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 125000000641 acridinyl group Chemical class C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 150000001251 acridines Chemical class 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Darstellung eines Acridinderivates. Gegenstand vorliegender Erfindung ist ein Verfahren zur Darstellung eines als Arzneimittel verwendbaren Acridinderivates, welches dadurch gekennzeichnet ist, dass man eine Verbindung der Formel
EMI0001.0003
worin R einen reaktionsfähigen, bei der Umsetzung sich abspaltenden Substituenten, z. B. Halogen, die Alkogy- oder Arylogy- gruppe, bedeutet mit einem Kol 3-Diäthyl- amino-2-ogy-l-aminopropatt umsetzt.
<I>Beispiel:</I>
EMI0001.0011
In 27,8 gr 2-11lethogy-6,9-dichloracridin, die in 120 gr Phenol gelöst werden, rührt man bei<B>100'</B> innerhalb einer Stunde 14,6 gr 3-Diäthylamino-2-ogy-l-aminopropan (vergl. D. R. P. 473219 ein. Die neue Base ist ziemlich schwer ätherlöslich und wird zweck mässig mit Methylenchlorid oder Chloroform ausgeschüttelt. Durch Lösen in Benzol und Ausfällen mit Petroläther kann sie als gelbes Pulver vom Schmelzpunkt 105-106 erhalten werden.
Ihr gelbes salzsaures Salz ist kongo neutral löslich in Wasser und kann aus Alkohol umkristallisiert werden. Sein Zer setzungspunkt wurde bei 238-240' gefunden.
Process for the preparation of an acridine derivative. The present invention relates to a process for the preparation of an acridine derivative which can be used as a medicament, which is characterized in that a compound of the formula
EMI0001.0003
wherein R is a reactive substituent which is split off during the reaction, e.g. B. halogen, the alkogy or arylogy group, means 3-diethylamino-2-ogy-1-aminopropatt reacts with a col.
<I> Example: </I>
EMI0001.0011
In 27.8 g of 2-11lethogy-6,9-dichloroacridine, which are dissolved in 120 g of phenol, stir 14.6 g of 3-diethylamino-2-ogy- within one hour at <B> 100 '</B> I-aminopropane (see DRP 473219 a. The new base is rather difficult to dissolve in ether and is expediently extracted with methylene chloride or chloroform. By dissolving in benzene and precipitating with petroleum ether, it can be obtained as a yellow powder with a melting point of 105-106.
Its yellow hydrochloric acid salt is neutrally soluble in water and can be recrystallized from alcohol. Its decomposition point was found at 238-240 '.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE158449X | 1930-05-09 | ||
| CH154953T | 1931-05-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH158449A true CH158449A (en) | 1932-11-15 |
Family
ID=25716528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH158449D CH158449A (en) | 1930-05-09 | 1931-05-08 | Process for the preparation of an acridine derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH158449A (en) |
-
1931
- 1931-05-08 CH CH158449D patent/CH158449A/en unknown
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