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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476564Generated: October 26, 2026

p-Fluoronitrobenzene → 4-Nitrophenyl-cis-2,5-dimethylpiperazine

https://huagongshe.com/reaction/476564

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
Reactant(2S,5S)-2,5-dimethylpiperazineHCID 61380—
ReactantSodium BicarbonateHCID 516892—
Solvent1-PentanolHCID 6276—
Product4-Nitrophenyl-cis-2,5-dimethylpiperazineHCID 70383030—

Reaction Steps

A mixture of 4-fluoronitrobenzene (30.34 g, 0.22 mole), cis-2,5-dimethylpiperazine (25 g, 0.22 mole) and sodium bicarbonate (24 g, 0.28 mole) in n-pentanol (150 ml) was heated under nitrogen at 90°-100° for 18 hours. After filtration, the n-pentanol was removed under reduced pressure and the residue was partitioned between methylene chloride and water. The organic phase was separated, washed again with water, dried over magnesium sulphate, and concentrated under reduced pressure. The residue was triturated with ice water to yield a yellow solid. The solid was filtered off and dried to yield the title compound, m.p. 93°-4° (37 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04885294
Source datasetuspto-grants-1989_12
ORD IDord-39c6d35731454baca426491e193a62b4
Source noteuspto-grants-1989_12