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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465822Generated: October 31, 2026

Water → HCID 67449269, compound

https://huagongshe.com/reaction/1465822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-2-nitroanilineHCID 74218—
Reactant1-(2-Methoxyethyl)piperazineHCID 2734638—
SolventDimethylacetamideHCID 31374—
ProductHCID 67449269HCID 6744926975%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 5-chloro-2-nitroaniline (1.4 g, 8.1 mmol), 1-(2-methoxy-ethyl)-piperazine (2.0 g, 14.0 mmol) and anhydrous potassium carbonate (1.38 g, 10.0 mmol) in N,N-dimethylacetamide (3 ml) was stirred at 120-130° C. under nitrogen for 1 day. Sample NMR analysis showed complete conversion of the starting material. The resultant mixture was then cooled to room temperature, poured into cold water (15 ml) and stirred vigorously. The resulting yellow brown precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting yellow brown solid was slurried in diethyl ether (20 mL), filtered, washed with additional diethyl ether, dried to afford 5-[4-(2-methoxy-ethyl)-piperazin-1-yl]-2-nitro-phenylamine (1.7 g, 75%) as a yellow brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999993B2
Source datasetuspto-grants-2015_04
ORD IDord-10d87ad5c46a4033932421a58d301bcf
Source noteuspto-grants-2015_04