Dimethylformamide → 3-[(2-Chloro-3-nitroquinolin-4-yl)amino]propan-1-ol

Participants

Reaction Steps

2,4-Dichloro-3-nitroquinoline (20 g, 81.6 mmol) and N,N-dimethylformamide (DMF, 200 mL) were combined in a 1 L round-bottomed flask and stirred for 5 minutes. Triethylamine (12.5 mL, 89.8 mmol) was added in a single portion. 3-Aminopropan-1-ol (6.9 mL, 89.8 mmol) was added in small portions. The reaction mixture was stirred at ambient temperature for 4 hours. Water (about 700 mL) was added and the reaction mixture was stirred for 30 minutes. A yellow precipitate was isolated by filtration, washed with water (about 1 L), and dried under vacuum overnight to provide 22.5 g of 3-[(2-chloro-3-nitroquinolin-4-yl)amino]propan-1-ol.

Provenance & Evidence