CH311529A - Process for the preparation of a benzothiazole derivative. - Google Patents

Process for the preparation of a benzothiazole derivative.

Info

Publication number
CH311529A
CH311529A CH311529DA CH311529A CH 311529 A CH311529 A CH 311529A CH 311529D A CH311529D A CH 311529DA CH 311529 A CH311529 A CH 311529A
Authority
CH
Switzerland
Prior art keywords
preparation
benzothiazole
benzothiazole derivative
isobutylamino
chlorobenzene
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH311529A publication Critical patent/CH311529A/en

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  • 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     Benzö-          thia7olderivates,    das dadurch gekennzeichnet  ist, dass man ein     Alkalisalz    des     2-Isobutylamino-          s        6-oxy-benzothiazols    mit einem     Diäthylamino-          äthylhalogenid    zum     2-Isobutylamino-6-(ss-di-          iithylaminoäthoxy)-benzothiazol    umsetzt.

           Beismiel       18 g     2-Isobutylamiho-6-oxy-benzothiazol     werden in 350     cm3    Chlorbenzol suspendiert.  Man fügt 5 g     Natriumhydroxydflocken    und  15     cm3    Wasser zu und destilliert so länge  Flüssigkeit ab, bis der Siedepunkt 132  C er  reicht. Sodann setzt man 250     em3    Chlor  benzol zu, kühlt das Ganze auf 50  C ab,     gibt;     eine Lösung von 15 g     1-Diäthylamino-2-chlor-          äthan    in 150     em3    Chlorbenzol zu und kocht  die Mischung     -unter        Rückfluss    4 Stunden bei  133  C.

   Nach dem Abkühlen auf 40  C werden  150     cm3    Wasser zugesetzt, und die     Mischung       wird eine halbe     Stunde    gerührt. Die Chlor  benzolschicht wird abgetrennt, über Natrium  sulfat getrocknet, filtriert und im     Vakuum          eingeengt.    Das erhaltene     2-Isobutylamino-6-          (ss    -     diäthylaminoäthoxy)    -     benzothiazol    siedet  bei 207  C/0,05 mm,



  Process for the preparation of a benzothiazole derivative. The subject of the present patent is a process for the preparation of a benzothia7olderivates, which is characterized in that an alkali salt of 2-isobutylamino- s 6-oxy-benzothiazole with a diethylamino-ethyl halide to 2-isobutylamino-6- (ss-di - iithylaminoäthoxy) -benzothiazole converts.

           For example, 18 g of 2-isobutylamiho-6-oxy-benzothiazole are suspended in 350 cm3 of chlorobenzene. 5 g of sodium hydroxide flakes and 15 cm3 of water are added and the liquid is distilled off until the boiling point reaches 132 ° C. 250 cubic meters of chlorobenzene are then added, the whole is cooled to 50 ° C., and the mixture is added; a solution of 15 g of 1-diethylamino-2-chloroethane in 150 cubic meters of chlorobenzene and the mixture boiled under reflux for 4 hours at 133 C.

   After cooling to 40 ° C., 150 cm3 of water are added and the mixture is stirred for half an hour. The chlorobenzene layer is separated off, dried over sodium sulfate, filtered and concentrated in vacuo. The obtained 2-isobutylamino-6- (ss - diethylaminoethoxy) - benzothiazole boils at 207 C / 0.05 mm,

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Benzo- thiazolderivates, dadurch gekennzeichnet, dass man ein Alkalisalz des 2-Isobutylamino-6-oxy- benzothiazols mit einem Diäthylaminoäthyl- halogenid zum 2-Isobutylamino-6-(ss-diäthyl- aminoäthoxy)-benzothiazol umsetzt. PATENT CLAIM: Process for the production of a benzothiazole derivative, characterized in that an alkali salt of 2-isobutylamino-6-oxybenzothiazole is reacted with a diethylaminoethyl halide to form 2-isobutylamino-6- (ss-diethylaminoethoxy) benzothiazole. Die neue Verbindung siedet bei 207 Cl 0,05 mm. UNTERANSPRUCH: Verfahren gemäss Patentanspruch, da durch gekennzeichnet, dass die Umsetzung in Chlorbenzol durchgeführt wird. The new compound boils at 207 Cl 0.05 mm. SUBCLAIM: Process according to claim, characterized in that the conversion is carried out in chlorobenzene.
CH311529D 1951-05-29 1952-04-25 Process for the preparation of a benzothiazole derivative. CH311529A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US311529XA 1951-05-29 1951-05-29
CH304554T 1952-04-25

Publications (1)

Publication Number Publication Date
CH311529A true CH311529A (en) 1955-11-30

Family

ID=25734844

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311529D CH311529A (en) 1951-05-29 1952-04-25 Process for the preparation of a benzothiazole derivative.

Country Status (1)

Country Link
CH (1) CH311529A (en)

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