Hydrazine hydrate (1:1) → 4-[(1-Methyl-3,5-diphenyl-1H-pyrazol-4-yl)oxy]aniline

Participants

Reaction Steps

Hydrazine hydrate (3 ml, 60% solution) is added to a well stirred mixture of 1-methyl-4-(p-nitrophenoxy)-3,5-diphenylpyrazole (2.56 g, 0.0069 mole), 5% Pd on carbon (0.4 g) and absolute ethanol (40 ml). Gas bubbles form immediately and an exotherm (ca. 50°C) is observed. After the reaction subsides, the reaction mixture is refluxed for 2 hours. The reaction mixture is cooled slightly and filtered to remove the catalyst. The filtrate is stripped in vacuo to give a white solid 2.4 g (100%), m.p. 167° to 169°C. Recrystallization from benzene (20 ml) affords a white solid m.p. 167° to 168°C.

Provenance & Evidence