Ammonia → HCID 117728272, compound

Participants

Reaction Steps

Gaseous ammonia was passed through a suspension of 7-bromo-2H-benzo[e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide (760 mg, 2.7 mmol) in MeOH (8 mL) until a clear solution was obtained. The solvent was then evaporated and the residue was slurried with MeOH (5 mL) and filtered. The solid obtained was dissolved in DMF (5 mL) and treated with MeI (169 μL, 2.75 mmol). The reaction mixture was stirred at rt for 18 h, poured into water (20 mL) and extracted with EtOAc (3×50 mL). The combined EtOAc layer was dried over Na2SO4, filtered, and concentrated to obtain compound 42a. 1H-NMR (400 MHz, CD3OD) δ (ppm): 7.86 (d, J=2.0 Hz, 1H), 7.60 (dd, J=8.7, 2.1 Hz, 1H), 7.00 (d, J=8.6 Hz, 1H), 3.26 (s, 3H).

Provenance & Evidence