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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267112Generated: October 26, 2026

3-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile → 4-[4-(3-Cyano-benzyl)-piperazin-1-yl]-phenylamine

https://huagongshe.com/reaction/1267112

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrileHCID 8590819—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product4-[4-(3-Cyano-benzyl)-piperazin-1-yl]-phenylamineHCID 1118544785.9%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a stirred solution of 1-(3-cyano-benzyl)-4-(4-nitro-phenyl)-piperazine (52 g) in EtOH (1.2 L) and THF (300 mL) was added portionwise SnC2.2H2O (145.6 g) at room temperature and the mixture was heated at 55° C. for 16 hours. After evaporation of the solvents, the residue was taken in water, basified with NaOH at pH 14 and extracted with CH2Cl2. The organic layer was then washed with water, dried over Na2SO4, and evaporated. The residue was cristallized from disopropyl ether to give the title compound (40.5 g) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552022B1
Source datasetuspto-grants-2003_04
ORD IDord-ac384ac2747045f3a8ff3879b7ffcecf
Source noteuspto-grants-2003_04