反应详情

6-Bromobenzo[d]thiazol-2-amine (Aldrich, St. Louis, Mo.; 10.02 g, 43.7 mmol) was suspended in DCM (175 mL) to which DMAP (6.107 g, 50.0 mmol) was added. The flask was cooled in an ice water bath under argon, and acetic anhydride (4.60 mL, 48.8 mmol) was added, and the reaction was warmed to RT and stirred overnight. The reaction was washed with 10% HCl and water. The precipitate in the organic phase was filtered. The aqueous washings were extracted with DCM and 10:1 DCM/MeOH. These extracts were concentrated, combined with the filtrate from the above filtration, and concentrated again. The solid was collected (from the filtration as well as the aqueous workup), concentrated, and dried under vacuum to afford the desired N-(6-bromobenzo[d]thiazol-2-yl)acetamide (12.30 g, 45.39 mmol, 88% purity, 91% yield). MS (ESI pos. ion) m/z: 271 (MH+, 79Br), 273 (MH+, 81Br). Calculated exact mass for C9H7BrN2OS: 270 (79Br), 272 (81Br).

1. additionwas added
2. temperatureThe flask was cooled in an ice water bath under argon
3. washThe reaction was washed with 10% HCl and water
4. filtrationThe precipitate in the organic phase was filtered
5. extractionThe aqueous washings were extracted with DCM and 10:1 DCM/MeOH
6. concentrationThese extracts were concentrated
7. filtrationcombined with the filtrate from the above filtration
8. concentrationconcentrated again
9. customThe solid was collected (
10. filtrationfrom the filtration as well as the aqueous workup),
11. concentrationconcentrated
12. customdried under vacuum