3-Bromo-1,2-propanediol → HCID 13007227, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3,5-dibromo-4-nitropyrazole (2) (40.0 g; 147 mmol) in DMF (200 ml) was added over 15 minutes to a suspension of NaH (6.5 g, 162 mmol; 60% dispersion in oil, prewashed with hexane) in DMF (320 ml) with stirring and under an inert atmosphere. After stirring for 30 minutes, a solution of 3-bromo-1,2-propanediol (19.4 ml; 221 mmol) in DMF (80 ml) was added dropwise. The reaction mixture was heated at 80° C. for 3 hours and the DMF was then evaporated off under reduced pressure. A mixture of DCM/water (480 ml, 2/1) was added. A yellow solid precipitated out. After washing with ether (50 ml), the 3-(3,5-dibromo-4-nitropyrazol-1-yl)-propane-1,2-diol (32.3 g, 63%) was obtained as a white solid (23.3 g; 48%).

Provenance & Evidence