Quinoline → HCID 86624613, compound

Participants

Reaction Steps

A solution of quinoline and 2-bromo-1-p-tolylethanone O-methyl oxime was stirred refluxed in acetone for 5 days. A precipitate was separated by filtration and rinsed with Et2O to give a light orange solid in 11% yield: mp 285-288° C.; 1H NMR 500 MHz (DMSO-d6) δ 2.19 (s, 3H), 4.06 (s, 3H), 6.46 (s, 2H), 7.08 (d, 2H, J=7.9 Hz), 7.37 (d, 2H, J=8.2 Hz), 8.04 (t, 1H, J=7.3 Hz), 8.17 (m, 1H), 8.22 (d, 1H, J=9.2 Hz), 8.32 (m, 1H), 8.44 (d, 1H, J=7.9 Hz), 9.68 (d, 1H, J=8.2 Hz), 9.28 (d, 1H, J=5.8 Hz); Elem. anal. found: C, 61.17; H, 5.18; N, 7.50% (calcd for C19H19BrN2O: C, 61.47; H, 5.16; N, 7.55%).

Provenance & Evidence