Ammonium Hydroxide → HCID 13457348, compound

Participants

Reaction Steps

The above nitro compound (2.00 g) was added to a stirred suspension of finely ground ferrous ammonium sulphate hexahydrate and the mixture heated to reflux. Concentrated ammonium hydroxide was added every two minutes in two ml aliquots until thin layer chromatography showed the reaction to be complete. Absolute ethanol (150 ml) was then added and the reaction mixture filtered through Celite. After evaporation of the solvent the residue was chromatographed on silica gel eluting with 5% methanol in methylene chloride to give 1-[2-(4-aminophenoxy)-3,3-dimethyl-n-butyl]imidazole (1.4 g) as an oil. This was converted to the bis hydrochloride salt as described in Example 16, the salt being recrystallized from ethyl acetate methanol with m.p. 265°-270° C. (dec.).

Provenance & Evidence