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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640986Generated: October 25, 2026

Hydrazine hydrate (1:1) → N1-(2-morpholinoethyl)benzene-1,4-diamine

https://huagongshe.com/reaction/640986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantN-(2-Morpholinoethyl)-4-nitroanilineHCID 21975017—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
ProductN1-(2-morpholinoethyl)benzene-1,4-diamineHCID 2197499579%

Reaction Conditions

Temperature65 °C

Reaction Steps

A 50 mL round bottom flask was charged with (2-Morpholin-4-yl-ethyl)-(4-nitro-phenyl)-amine (0.315 g, 1.26 mmol) and EtOH (5 mL). Hydrazine Hydrate (0.278 mL, 8.82 mmol) was then added to the solution. Excess RaNi was then added in dropwise until gas evolution ceased. The suspension was then allowed to stir for an additional 1 h at 65° C. The suspension was cooled to room temperature and then was filtered over celite. The celite was washed with MeOH (˜20 mL) and the combined organic solutions were then concentrated in vacuo affording pure N-(2-Morpholin-4-yl-ethyl)-benzene-1,4-diamine as a light purple oil (0.220 g, 0.995 mmol, 79% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692005B2
Source datasetuspto-grants-2010_04
ORD IDord-62f02ee0bc62407483c6c832985201ab
Source noteuspto-grants-2010_04