Ethanol → HCID 69431397, compound

Participants

Reaction Steps

A mixture of 3,5-dibromo-1-ethyl-4-nitro-1H-pyrazole (28.4 g; 95 mmol), EtOH (470 ml) and ethylamine (45.0 g, 700 mmol) was refluxed for 3 hours. The reaction medium was concentrated to the maximum under reduced pressure (rotary evaporator, water bath at 40° C.). The brown oil obtained was suspended in DCM (250 ml) and water (250 ml). The aqueous phase was washed with DCM (50 ml). The combined aqueous phases were extracted with DCM (50 ml) and the combined organic phases were then dried over NaSO4. After evaporating off the solvent, a solid was obtained (24.6 g), which was purified by chromatography on silica gel (eluent: EtOAc/hexane) to give (5-bromo-2-ethyl-4-nitro-2H-pyrazol-3-yl)ethylamine (11.4 g, 45%) in the form of a yellow solid.

Provenance & Evidence