Sodium Chloride → 1-(3-bromopropyl)-3-(2-fluorophenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide

Participants

Reaction Steps

3-(2-fluorophenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide (0.25 g, 0.9 mmol), 3-bromopropanol (0.094 mL, 1.1 mmol), diisopropylazodicarboxylate (0.21 mL, 1.08 mmol), and triphenylphosphine (0.28 g, 1.08 mol) in tetrahydrofuran (3 mL) were stirred at room temperature for 16 hours. The reaction was poured into saturated aqueous sodium chloride (20 mL) and extracted with ethyl acetate. The organics were dried over anhydrous sodium sulfate and concentrated on silica gel (0-100° C. ethyl acetate/hexane) to provide 1-(3-bromopropyl)-3-(2-fluorophenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide (0.17 g, 47%) as a yellow solid:

Provenance & Evidence