4-Methoxy-2-nitroaniline → HCID 59004212, compound

Temperature

60 °C

A mixture of 4-methoxy-2-nitrobenzenamine (8 g, 47.62 mmol), 5-bromo-2-nitropyridine (7.2 g, 35.47 mmol), and potassium 2-methylpropan-2-olate (6 g, 53.57 mmol) in DMF (180 ml) was allowed to stir for 5 hours at 30° C. and overnight at 60° C. After being cooled down to room temperature, the reaction mixture was quenched by the addition of H2O (200 mL) and the resulting solution was extracted three times with 400 ml of EtOAc, washed with 200 ml of H2O and 200 ml of brine. The mixture was dried and concentrated under reduced pressure. The crude material such obtained was purified by solvating gas chromatography (SGC) using 1:10-1:5 EtOAc/PE as eluents to provide 800 mg (5%) of (5-Bromo-pyridin-2-yl)-(4-methoxy-2-nitro-phenyl)-amine (z) as a red solid.

1. temperatureAfter being cooled down to room temperature
2. customthe reaction mixture was quenched by the addition of H2O (200 mL)
3. extractionthe resulting solution was extracted three times with 400 ml of EtOAc
4. washwashed with 200 ml of H2O and 200 ml of brine
5. customThe mixture was dried
6. concentrationconcentrated under reduced pressure
7. customThe crude material such obtained
8. customwas purified

ORD record

ord-bf7ca1fccf3e430f8f3002961e8864dd

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08163777B2