6-Bromo-2,3-Dihydroquinolin-4(1H)-One

a) 6-Bromo-2, 3 -dihydro- 1 H-quinolin-4-one4-Bromoaniline (2.Og, 11.6 mmol) and acrylic acid (0.95 mL, 13.9 mmol) were stirred in toluene (15 mL) at 100Crude 3-((4-bromophenyl)amino)propanoic acid (4.1 mmol based on theoretical yield)was dissolved in Eaton’s reagent (12.3 g) at a ratio of 3 g Eaton’s reagent per mmol ofS41carboxylic acid. The solution was heated to 55 °C overnight. After cooling to roomtemperature, the reaction was quenched over ice. The product was extracted with ethyl acetate(3 × 25 mL), washed with brine, dried over Na2SO4. Purification using flash chromatography(silica gel, hexanes: ethyl acetate, 83:17 to 0:100) afforded pure 6-bromo-2, 3-dihydroquinolin-4(1H)-one (0.029 g, 0.130 mmol, 3 percent yield).a) 6-Bromo-2, 3 -dihydro- 1 H-quinolin-4-one4-Bromoaniline (2.Og, 11.6 mmol) and acrylic acid (0.95 mL, 13.9 mmol) were stirred in toluene (15 mL) at 100Crude 3-((4-bromophenyl)amino)propanoic acid (4.1 mmol based on theoretical yield)was dissolved in Eaton’s reagent (12.3 g) at a ratio of 3 g Eaton’s reagent per mmol ofS41carboxylic acid. The solution was heated to 55 °C overnight. After cooling to roomtemperature, the reaction was quenched over ice. The product was extracted with ethyl acetate(3 × 25 mL), washed with brine, dried over Na2SO4. Purification using flash chromatography(silica gel, hexanes: ethyl acetate, 83:17 to 0:100) afforded pure 6-bromo-2, 3-dihydroquinolin-4(1H)-one (0.029 g, 0.130 mmol, 3 percent yield).

Molecular Weight:226.07
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:224.97893
Monoisotopic Mass:224.97893
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:195
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes