2-Chloro-5-fluorobenzothiazole

155559-81-2

154327-27-2

General procedure for the synthesis of 2-chloro-5-fluorobenzothiazole from 5-fluoro-2-mercaptobenzothiazole: Thionyl chloride (0.3 mL, 4.41 mmol) was slowly added dropwise to 5-fluoro-2-mercaptobenzothiazole (680 mg, 3.67 mmol). The reaction mixture was stirred at room temperature for 1 h. The reaction was then warmed up to 60 °C and continued for 40 min. Upon completion of the reaction, the reaction solution was cooled to room temperature, slowly poured into ice water and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The dried organic phases were concentrated under reduced pressure to afford the target product 2-chloro-5-fluorobenzothiazole (520 mg, 2.75 mmol, 75% yield).ESI-MS (M + 1): 187 (calculated value: C7H3ClFNS, 186).