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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724652Generated: October 31, 2026

2-Methoxy-5-nitroaniline → 1-(2-methoxy-5-nitrophenyl)piperazine

https://huagongshe.com/reaction/1724652

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxy-5-nitroanilineHCID 7447—
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-chloroethyl)amine hydrochlorideHCID 522769—
SolventChlorobenzeneHCID 7964—
Product1-(2-methoxy-5-nitrophenyl)piperazineHCID 378313845.1%

Reaction Steps

A mixture of 2-methoxy-5-nitro-phenylamine (16.8 g, 0.1 mol), bis-(2-chloro-ethyl)-amine hydrochloride (17.8 g, 0.1 mol) and potassium carbonate (69 g, 0.5 mol) in chlorobenzene (300 ml) was refluxed for 48 h, washed by water. The water phase was extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, purified with flash chromatography on silica gel (CH2Cl2/MeOH) to give the desired product, 1-(2-methoxy-5-nitrophenyl)piperazine (10.7 g, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488731B2
Source datasetuspto-grants-2009_02
ORD IDord-4ebb0b4b7d5e4450850efd2128b27be7
Source noteuspto-grants-2009_02