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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465807Generated: November 1, 2026

Water → HCID 67450488, compound

https://huagongshe.com/reaction/1465807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-2-nitroanilineHCID 74218—
Reactant1-IsopropylpiperazineHCID 78013—
SolventDimethylacetamideHCID 31374—
ProductHCID 67450488HCID 6745048853.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-chloro-2-nitroaniline (1.35 g, 7.8 mmol), 1-isopropyl-piperazine (2.0 g, 15.6 mmol) and anhydrous potassium carbonate (1.18 g, 8.6 mmol) in N,N-dimethylacetamide (2.5 ml) was stirred at 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 onto cold water and stirred vigorously for 3 h. The resulting brown precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting brown solid was slurried in diethyl ether, filtered, washed with additional diethyl ether, dried to afford 5-(4-Isopropyl-piperazin-1-yl)-2-nitro-phenylamine (1.1 g, 53%) and used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999993B2
Source datasetuspto-grants-2015_04
ORD IDord-a6697953157649c5ae495a8da575be68
Source noteuspto-grants-2015_04