HCID 67060301, compound → HCID 67060327, compound

Participants

Reaction Steps

The 2-(2-chloro-4-nitrophenyl)tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione (124 mg, 0.38 mmol) and 5% Pt sulfided on carbon (148 mg, 0.04 mmol) were added to a flask under argon. Methanol (8 mL) was added. The flask was purged with vacuum and H2 gas, then H2 gas was applied by balloon (1 atm) with stirring for about 18 hours. The mixture was diluted with MeOH and poured through Celite, washing with MeOH. The filtrate was concentrated under vacuum to give about 125 mg of crude product. The compound was purified by chromatography on silica gel (12 g) eluting with a 0-to-50% A-to-B gradient (A is DCM: B is 10% MeOH/DCM with 1% ammonium hydroxide) to give 67 mg of 2-(4-amino-2-chlorophenyl)tetrahydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione, 1.2.40.

Provenance & Evidence