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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349657Generated: October 25, 2026

Water → 5-(4-Methylpiperazin-1-yl)-2-nitroaniline

https://huagongshe.com/reaction/349657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-MethylpiperazineHCID 53167—
Reactant5-Chloro-2-nitroanilineHCID 74218—
SolventDimethylformamideHCID 6228—
Product5-(4-Methylpiperazin-1-yl)-2-nitroanilineHCID 276003454.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 5-chloro-2-nitrophenylamine (2.5 g, 14 mmol), 1-methylpiperizine (3.2 mL, 30 mmol), and potassium carbonate (K2CO3) (2.0 g, 14 mmol) in dimethylformamide (DMF) (20 mL) was stirred at 120° C. for 18 h. The reaction mixture was cooled to room temperature and poured into water (150 mL). The precipitated crude product was collected by filtration, dried in vacuo, and purified by recrystallization from ethyl acetate (EtOAc) (75 mL) to yield yellow-green crystals (1.8 g, 54%). See, J. Med. Chem., 39:997 (1996).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179912B2
Source datasetuspto-grants-2007_02
ORD IDord-c5e3e4baf23b4f81ac13c108ef84a414
Source noteuspto-grants-2007_02