1,4-Dioxane → HCID 58361485, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of SeO2 (500 mg, 4.51 mmol) and 1,4-dioxane (10 mL) was heated to over 80° C. 8-Bromo-2-methylquinolin-7-yl benzenesulfonate (1.70 g, 4.49 mmol) in 1,4-dioxane (5 mL) was added. After stirring at 80° C. for 24 h, the reaction was cooled and vacuum filtered. The filtrate was collected and concentrated, leaving a yellow solid. Purification by silica gel with CHCl3 (100%) gave SO186 as a white solid (1.60 g, 4.08 mmol, 91% yield). 13CNMR (ppm, 500 MHz, CDCl3, 298 K) δ: 193.330, 153.804, 149.083, 146.098, 138.351, 135.815, 135.165, 129.787, 129.663, 128.990, 128.365, 125.611, 119.933, 118.514. 1HNMR (ppm, 500 MHz, CDCl3, 298 K) δ: 10.247 (s, 1H), 8.365 (d, 1H, J=7.5 Hz), 8.090 (d, 1H, J=8.5 Hz), 7.986 (d, 2H, J=7.0 Hz), 7.913 (d, 1H, J=9.0 Hz), 7.794 (d, 1H, J=9.0 Hz), 7.719 (t, 1H, J=7.5 Hz), 7.565 (t, 2H, J=8.0 Hz). MS-ESI (m/z): [M+H]+ calculated for C16H11BrNO4S, 392.0 (79Br) and 394.0 (81Br); found 391.8 (79Br) and 393.8 (81Br).

Provenance & Evidence