Ammonium → HCID 178488386, compound

Participants

Reaction Steps

To a solution of 3-cyclohexyl-5,5-bis(4-methoxyphenyl)-2-thioxoimidazolidin-4-one (3.0 g, 7.3 mmol) in methanol was added aqueous ammonium (25%, 40 mL) and tert-butyl hydroperoxide (70%, 10 mL) separately, and the resulting solution was stirred at room temperature overnight. The mixture was extracted with dichloromethane and the organic layer was concentrated in vacuo. The residue was purified over a silica column to give the title compound as a white solid (1.7 g, 59% two steps). 1H NMR (400 MHz, d6-DMSO) δ 7.25 (d, J=8.0 Hz, 4H), 6.84 (d, J=7.6 Hz, 4H), 6.47 (s, 1H), 3.71 (s, 6H), 3.70 (s, 1H), 2.09 (m, 2H), 1.74 (m, 2H), 1.52-1.60 (m, 3H), 1.26 (m, 2H), 1.13 (m, 1H). LC-MS m/z 394.2 (M+H).

Provenance & Evidence