Phenethyl bromide → HCID 70675144, compound

Participants

Reaction Steps

To N-(adamantan-2-yl)-2-(1,1-dioxido-1,2,6-thiadiazinan-2-yl)acetamide hydrochloride (50 mg, 0.135 mmol) in DMF (1 mL), were added K2CO3 (93.3 mg, 0.675 mmol) and (2-bromoethyl)benzene (50 mg, 0.27 mmol). The reaction mixture was agitated for 4 hr at room temperature and extracted with ethyl acetate and brine. The organic layer was dried over MgSO4 and the residue was purified by silica gel column chromatography to yield N-(adamantan-2-yl)-2-(1,1-dioxido-6-phenethyl-1,2,6-thiadiazinan-2-yl)acetamide (8 mg, 13%, white solid). 1H NMR (300 MHz, DMSO-d6): δ 7.33-7.19 (m, 5H), 7.01-6.98 (brd, 1H), 4.06-4.047 (m, 1H), 3.71 (s, 2H), 3.53-3.49 (m, 2H), 3.38-3.33 (m, 4H), 2.94-2.87 (m, 2H), 1.92-1.60 (m, 14H).

Provenance & Evidence