1-Amino-2-propanol → HCID 13007219, compound

Participants

Reaction Steps

A mixture of 3,5-dibromo-1-ethyl-4-nitro-1H-pyrazole (3) (20.0 g; 66.9 mmol), EtOH (100 ml) and 1-amino-2-propanol (25.1 g, 334.2 mmol) was refluxed for 15 hours. The reaction medium was concentrated to the maximum under reduced pressure and the excess 1-amino-2-propanol was then distilled off under vacuum. The oil obtained was suspended in DCM (100 ml) and water (100 ml). The aqueous phase was washed with DCM (100 ml). The combined organic phases were washed with water (50 ml) and were then dried over NaSO4. After evaporating off the solvent under reduced pressure, a brown solid was obtained (19.1 g), which was purified by chromatography on silica gel (eluent: EtOAc/hexane). After recrystallization of the solid from an EtOAc/hexane mixture (13 ml/20 ml), the 1-(5-bromo-2-ethyl-4-nitro-2H-pyrazol-3-ylamino)propan-2-ol was obtained in the form of a yellow solid (7.1 g, 36%).

Provenance & Evidence