Piperazine → HCID 70607676, compound

Participants

Reaction Conditions

Reaction Steps

An intimate mixture of 43 g of piperazine with 26.6 g of 5-bromo-3-phenoxypyridine N-oxide [Agr. Biol. Chem., 34, 68 (1970)] is heated at 150° C. for five hours. The oil is concentrated at reduced pressure to remove excess piperazine. The mixture is dissolved in 1500 ml of dichloromethane, washed with excess 25% sodium hydroxide solution, dried over anhydrous MgSO4, filtered and concentrated to yield 5-piperazinyl-3-phenoxypyridine N-oxide as an oil. The oil is dissolved in 200 ml of toluene-methanol, (95-5) and chromatographed over 400 g, silica gel in toluene-methanol, (95-5). 5-Bromo-3-phenoxy-pyridine N-oxide is eluted first. Elution with toluene-methanol (50:50) yields 5-piperazinyl-3-phenoxypyridine N-oxide; mp 107°-115° C. after drying at 0.1 mm pressure for 16 hours.

Provenance & Evidence