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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419467Generated: October 31, 2026

Piperazine → 1-(3-Methoxy-4-nitrophenyl)piperazine

https://huagongshe.com/reaction/419467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant5-Fluoro-2-nitroanisoleHCID 2779250—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-Methoxy-4-nitrophenyl)piperazineHCID 396740990%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 5-fluoro-2-nitrophenyl methyl ether (Example 22, step A) (0.8 g, 4.67 mmol) in 10 mL of dioxane was added, piperazine (1.2 g, 14 mmol). The mixture was heated to 120° C. for 2 h. The mixture was purified by flash chromatography to give the title compound of step A (1 g, 4.2 mmol, 90%). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.85 (d, J=9.34 Hz, 1H), 6.55 (d, J=2.56 Hz, 1H), 6.52 (s, 1H), 6.46 (d, J=2.56 Hz, 1H), 3.87 (s, 3H), 3.25-3.33 (m, 4H), 2.73-2.79 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-3c2921f2e5a54ae28bee6eb29895b5b5
Source noteuspto-grants-2012_01