Chlorosulfonic acid → HCID 89761847, compound

Participants

Reaction Steps

To a solution of 2-(2h-benzo[b][1,4]oxazin-4(3h)-yl)-5-chlorobenzonitrile (480 mg, 1.77 mmol) in DCM (5 mL) was added chlorosulfonic acid (0.47 mL, 7.11 mmol) at 0° C. The reaction mixture was stirred at room temperature for 2 h. After completion, reaction mixture was poured into ice water (10 mL), quenched with solid sodium bicarbonate (pH˜9-10) and extracted with ethyl acetate (2×15 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to provide 4-(4-chloro-2-cyanophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-7-sulfonyl chloride (480 mg, 73.3%) as yellow solid. The compound was used in the next step without further purification. LCMS (ESI) m/z: 367.98 (M+H).

Provenance & Evidence