6-BROMO-2-BENZOTHIAZOLINONE

934-34-9

62266-82-4

General procedure for the synthesis of 6-bromo-2-benzothiazolinone from 2-hydroxybenzothiazole: Bromine (5.1 mL, 99.2 mmol) was slowly added dropwise to a solution of 3H-benzothiazol-2-one (7) (5 g, 33.1 mmol) in dichloromethane (DCM) (200 mL). The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the precipitate was collected by filtration, washed with ether and dried to give the target compound 8 as a white powder (6.85 g, 90% yield). Compound 8 had the molecular formula C7H4BrNOS, molecular weight of 230.1 g/mol, and melting point of 229-231 °C. 1H NMR (300 MHz, CDCl3) data were as follows: δ 7.03 (d, 1H, J = 8.9 Hz), 7.43 (dd, 1H, J = 1.7 Hz, 8.9 Hz), 7.85 (d, 1H, J = 1.7 Hz). Mass spectra (ESI+) showed m/z 229.8 [M + H79Br]+ and 231.7 [M + H81Br]+.