反应详情

In a 2 liters-reaction vessel, 50.0 g (0.24M) of p-octylaniline, 47.3 g (0.49M) of potassium thiocyanate and 350 ml of acetic acid were placed and cooled below 10° C. Under intersive stirring, a solution of 39.0 g of bromine in 120 ml of acetic acid was added dropwise to the above mixture in 75 minutes below 10° C., followed by reaction for 2 hours below 10° C. After the reaction, 500 ml of water was added to the reaction mixture and heated to dissolve the precipitate, followed by filtration under heating. Ammonia water was added to the filtrate so as to provide a basic solution, followed by cooling on an iced bath to precipitate a crystal. The crystal was recovered by filtration, followed by washing with water and drying to obtain a crude product. The crude product was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate) to obtain 41.2 g of 2-amino-6-octylbenzothiazole (Yield: 68%).

1. temperaturecooled below 10° C
2. customfollowed by reaction for 2 hours below 10° C
3. additionwas added to the reaction mixture
4. temperatureheated
5. dissolutionto dissolve the precipitate
6. filtrationfollowed by filtration
7. temperatureunder heating
8. additionAmmonia water was added to the filtrate so as
9. customto provide a basic solution
10. temperatureby cooling on an iced bath
11. customto precipitate a crystal
12. filtrationThe crystal was recovered by filtration
13. washby washing with water
14. customdrying
15. customto obtain a crude product
16. customThe crude product was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate)