CH311531A - Process for the preparation of a benzothiazole derivative. - Google Patents
Process for the preparation of a benzothiazole derivative.Info
- Publication number
- CH311531A CH311531A CH311531DA CH311531A CH 311531 A CH311531 A CH 311531A CH 311531D A CH311531D A CH 311531DA CH 311531 A CH311531 A CH 311531A
- Authority
- CH
- Switzerland
- Prior art keywords
- benzothiazole
- preparation
- benzothiazole derivative
- chlorobenzene
- hexylamino
- Prior art date
Links
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 14
- -1 diethylaminoethyl halide Chemical class 0.000 claims description 3
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Description
Verfahren zur Herstellung eines Benzothiazolderivates. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines Benzo- thiazolderivates, das dadurch gekennzeichnet ist., dass man ein Alkalisalz des 2-n-Hexyl- amino-6-oxy-benzothiazols mit einem Diäthyl- aminoäthylhalogenid zum 2-n-Hexyl-amino-6- (ss-diäthylaminoäthoxy)-ben7othiazol umsetzt.
<I>Beispiel:</I> an suspendiert 56 g 2-n-Hexylamino-6- oxy-benzothiazol in 250 cm3 Chlorbenzol. Dann fügt man 12g Natriumhydroxydflockeri und 12 ems Wasser zu und destilliert das ranze, bis der Siedepunkt 133 C erreicht hat. Die Mischung wird mit 150 cm3 Chlorbenzol -ersetzt -und auf 50 C abgekühlt.
Dann gibt man eine Lösung von 40 g 1-Diäthyjamino- 2-chloräthan in 100 cm3 Chlorbenzol zu und kocht die Mischung 4 Stunden bei 139 C. Nach dem Abkühlen auf 40 C setzt man 150 cm3 MTasser zu und rührt während einer halben Stunde. Die Chlorbenzolschicht wird von der wässerigen Phase abgetrennt und letztere mittels 150 em3 Chlorbenzol extra hiert. Die vereinigten Chlorbenzollösungen werden über Natriumsulfat getrocknet, fil triert und im Vakuum eingeengt.
Das ge bildete 2-n-Hexylamino-6-(ss-diäthylami"no- äthoxy)-benzothiazol ist ein Öl, welches zwecks Reinigiu-g bei 223-226 C/0,03 mm destilliert wird.
Process for the preparation of a benzothiazole derivative. The subject of the present patent is a process for the preparation of a benzothiazole derivative, which is characterized in that an alkali salt of 2-n-hexylamino-6-oxy-benzothiazole is mixed with a diethylaminoethyl halide to form 2-n-hexyl amino-6- (ss-diethylaminoethoxy) -ben7othiazole.
<I> Example: </I> an suspended 56 g of 2-n-hexylamino-6-oxy-benzothiazole in 250 cm3 of chlorobenzene. Then 12 g of sodium hydroxide flakes and 12 ems of water are added and the ranze is distilled until the boiling point has reached 133 ° C. The mixture is replaced with 150 cm3 of chlorobenzene and cooled to 50.degree.
A solution of 40 g of 1-diethyjamino-2-chloroethane in 100 cm3 of chlorobenzene is then added and the mixture is boiled for 4 hours at 139 ° C. After cooling to 40 ° C., 150 cm3 of M water are added and the mixture is stirred for half an hour. The chlorobenzene layer is separated from the aqueous phase and the latter is extracted using 150 cubic meters of chlorobenzene. The combined chlorobenzene solutions are dried over sodium sulfate, filtered and concentrated in vacuo.
The 2-n-hexylamino-6- (ss-diäthylami "no-ethoxy) benzothiazole formed is an oil which is distilled at 223-226 C / 0.03 mm for the purpose of purification.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US311531XA | 1951-05-29 | 1951-05-29 | |
| CH304554T | 1952-04-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH311531A true CH311531A (en) | 1955-11-30 |
Family
ID=25734846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH311531D CH311531A (en) | 1951-05-29 | 1952-04-25 | Process for the preparation of a benzothiazole derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH311531A (en) |
-
1952
- 1952-04-25 CH CH311531D patent/CH311531A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH311531A (en) | Process for the preparation of a benzothiazole derivative. | |
| CH311530A (en) | Process for the preparation of a benzothiazole derivative. | |
| CH311529A (en) | Process for the preparation of a benzothiazole derivative. | |
| DE520156C (en) | Process for the preparation of morpholine and its homologues | |
| DE628942C (en) | Process for the production of potash | |
| DE413380C (en) | Process for the preparation of pure 1-nitro-2-methylanthraquinone | |
| DE887342C (en) | Process for the preparation of cycloaliphatic ketones | |
| CH291937A (en) | Process for the preparation of a new thioether. | |
| CH303568A (en) | Process for the preparation of a tetrasubstituted diaminoalkane. | |
| CH168923A (en) | Process for the preparation of 2-ethylaminobenzene-1-carboxylic acid-4-sulfonic acid. | |
| CH291678A (en) | Process for the preparation of a new thioether. | |
| CH268075A (en) | Process for the preparation of an azo dye. | |
| CH225494A (en) | Process for the preparation of an acidic oxalic acid ester. | |
| CH310136A (en) | Process for the preparation of tetraphenylboron sodium. | |
| CH148366A (en) | Process for the production of a new metal-containing dye. | |
| CH161225A (en) | Process for the preparation of 9-phenyl-2-oxycarbazole-3-carboxylic acid. | |
| CH249791A (en) | Process for the preparation of a substantive azo dye. | |
| CH191436A (en) | Process for the production of an acidic wool dye of the anthraquinone series. | |
| CH245586A (en) | Process for the preparation of a p-amino-benzenesulfonamide. | |
| CH287779A (en) | Process for the production of an organic mercury compound. | |
| CH309807A (en) | Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid. | |
| CH93490A (en) | Process for the preparation of a dye of the phenyldinaphtylmethane series. | |
| CH191238A (en) | Process for the preparation of 3-oxycarbazole-2-carboxylic acid. | |
| CH156321A (en) | Process for the production of a chromium-containing dye. | |
| CH210735A (en) | Process for the preparation of an easily soluble acidic alizarin dye. |