反应详情

A mixture of 4-methyl-2,1,3-benzothiadiazole (6.0 g, 40 mmol) and N-bromosuccinimide (7.12 g, 40 mmol) in carbon tetrachloride (80 mL) was refluxed under irradiation with a sunlamp for 8 hours. After cooling with ice-water bath, the succinimide was filtered off and the filtrate was washed with saturated Na2S2O3, brine, dried over Na2SO4. After removal of solvent pure 4-bromomethyl-2,1,3-benzothiadiazole (8.8 g, 96%) was obtained as a light-yellow crystalline powder. Rf=0.45 (hexane/ethyl acetate=4:1); 1H NMR (200 MHz, CDCl3) δ5.00 (s, 2H), 7.57 (m, 2H), 7.98 (d, J1=8.5 Hz, J2=1.2 Hz, 1H); HRMS: Calcd. for C7H5BrN2S 227.9357, found 227.9395.

1. temperaturewas refluxed under irradiation with a sunlamp for 8 hours
2. temperatureAfter cooling with ice-water bath
3. filtrationthe succinimide was filtered off
4. washthe filtrate was washed with saturated Na2S2O3, brine
5. dry with materialdried over Na2SO4
6. customAfter removal of solvent pure 4-bromomethyl-2,1,3-benzothiadiazole (8.8 g, 96%)
7. customwas obtained as a light-yellow crystalline powder