Sodium Methoxide → 6-(benzylthio)-1-(5-bromo-2-methoxyphenyl)quinolin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

A RBF, fitted with a reflux condenser, was charged with (E)-ethyl 3-(5-(benzylthio)-2-((5-bromo-2-methoxyphenyl)amino)phenyl)acrylate (6.92 g, 13.88 mmol) and MeOH (69.4 ml) to give a yellow suspension. Sodium methoxide (0.5N solution in methanol) (11.11 ml, 5.55 mmol) was added and the reaction was heated at 70° C. overnight. The reaction was cooled to RT and the solids were filtered over a fit and washed well with MeOH to yield 6-(benzylthio)-1-(5-bromo-2-methoxyphenyl)quinolin-2(1H)-one (5.48 g, 12.11 mmol, 87 Yo yield) as a tan solid. MS (ESI, pos. ion) m/z: [M+1] 452.0

Provenance & Evidence