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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450048Generated: October 30, 2026

1-Chloro-4-nitrobenzene → 1-Methyl-4-(4-nitrophenyl)piperazine

https://huagongshe.com/reaction/450048

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-nitrobenzeneHCID 7474—
Reactant1-MethylpiperazineHCID 53167—
ReactantDiisopropylethylamineHCID 81531—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-4-(4-nitrophenyl)piperazineHCID 282519844%

Reaction Steps

A mixture of 1-chloro-4-nitro benzene (3 g, 19 mmol), 1-methyl piperazine (2.28 g, 22.8 mmol) and ethyl-diisopropylamine (2 ml) in THF (20 ml) was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure to give a residue, which was then partitioned between dichloromethane and water. The organic layer was separated and evaporated under reduced pressure to give crude compound, which was purified by column chromatography over silica gel, using ethyl acetate as eluent, to yield 1-methyl-4-(4-nitro-phenyl)-piperazine (1.8 g, 44%) as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486962B2
Source datasetuspto-grants-2013_07
ORD IDord-eb83a3f6470242068633a910954d6262
Source noteuspto-grants-2013_07