Ethanol → HCID 67506135, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(4-chloroquinolin-3-yl)benzamide (0.020 g, 1 eq), O-methylhydroxylamine hydrochloride (3 eq), and isopropanol was heated at 80° C. for 17 hours. The reaction was also run using ethanol in lieu of isopropanol. The two reaction mixtures were combined, diluted with ethyl acetate, washed sequentially with aqueous potassium carbonate (×2), water, and brine, dried over potassium carbonate, filtered, and then concentrated under reduced pressure. The resulting solid was dried at 80° C. for 3 days to provide 12.1 mg of 1-methoxy-2-phenyl-1H-imidazo[4,5-c]quinoline as a tan powder, mp 194.0-195° C. MS (APCI) m/z 276 (M+H)+; Anal. calcd for C17H13N3O.0.2H2O: C, 73.21; H, 4.84; N, 15.07. Found: C, 73.27; H, 4.61; N, 14.84.

Provenance & Evidence