Hydrazine hydrate (1:1) → N~1~-[3-(4-Methylpiperazin-1-yl)propyl]benzene-1,4-diamine

Participants

Reaction Conditions

Reaction Steps

A 50 mL round bottom flask was charged with [3-(4-Methyl-piperazin-1-yl)-propyl]-(4-nitro-phenyl)-amine (as prepared in step 1 above; 0.365 g, 1.31 mmol) and EtOH (5 mL). Hydrazine Hydrate (0.286 mL, 9.17 mmol) was then added to the solution. Excess RaNi was then added in dropwise until gas evolution from the solution ceased. The suspension was then allowed to stir for an additional 45 minutes at 65° C. The suspension was cooled to room temperature and then filtered over celite. The celite was washed with MeOH (˜20 mL) and the combined organic solutions were then concentrated in vacuo affording pure N-[3-(4-Methyl-piperazin-1-yl)-propyl]-benzene-1,4-diamine as a light brown oil (0.269 g, 1.09 mmol, 83% yield).

Provenance & Evidence