2-Chlorobenzothiazole

• (RS)- and (S)-lubeluzole
• (1,3-benzothiazol-2-yl) amino-9-(10H)-acridinone derivatives
• 4H-thieno[2′,3′:4,5]pyrimido[2,1-b]benzothiazole derivatives

95-16-9

615-20-3

The general procedure for the synthesis of 2-chlorobenzothiazole from benzothiazole was as follows: benzothiazole (1 mmol, 135.9 mg) and carbon tetrachloride (1.1 mmol, 169.2 mg) were placed in a 10 mL round bottom flask. 5 mL of N,N-dimethylformamide and sodium tert-butoxide (4.0 mmol, 384.4 mg) were added to the reaction system and stirred thoroughly to ensure that the reactants were homogeneously mixed. The reaction was carried out at room temperature for 3 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was poured into water and extracted with dichloromethane. The organic phase was separated and dried with anhydrous sodium sulfate. Subsequently, the dichloromethane was removed by rotary evaporator to obtain the crude product. The crude product was purified by silica gel column chromatography using a mixed solvent of petroleum ether and ethyl acetate as eluent (30:1, v/v). 2-Chlorobenzothiazole (brown oily liquid, 149.2 mg) was finally obtained in 88% yield.