7-Bromo-4-chloro-3-nitroquinoline

7-Bromo-3-nitroquinolin-4-ol (400, 3.8 g, 14.12 mmol) was suspended in POCb (20 mL). Anhydrous DMF (1 mL) was added. The mixture was then heated to 120°C under an atmosphere of nitrogen for 3 hours at which time the reaction was cooled to room temperature. The precipitate was collected by filtration, washed with water, and then partitioned between CH2CI2 (60 mL) and a saturated aqueous solution of Na7-Bromo-3-nitroquinolin-4-ol (3.8 g, 14.12 mmol) was suspended in POCh (20 mL). Anhydrous DMF (1 mL) was added. The mixture was then heated to 120°C under an atmosphere of nitrogen for 3 hours at which time the reaction was cooled to room temperature. The precipitate was collected by filtration, washed with water, and then partitioned between CH2CI2 (60 mL) and a saturated aqueous solution of Na2C03. The organic layer was separated, washed with brine, dried over Na2S04, filtered, and concentrated to afford 3.3 g (11.5 mmol, 81percent) of 7-bromo-4-chloro-3- nitroquinoline as a beige-colored solid. (ES, m/z): [M+H]+ = 287.1 / 288.9.

Molecular Weight:287.50
XLogP3:3.3
Hydrogen Bond Acceptor Count:3
Exact Mass:285.91447
Monoisotopic Mass:285.91447
Topological Polar Surface Area:58.7
Heavy Atom Count:15
Complexity:261
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes