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
Participants
| Role | Name | HCID | Charge |
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| Reactant | 3-[[4-(4-Nitrophenyl)-1-piperazinyl]methyl]benzonitrile | HCID 8590819 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[4-(3-Cyano-benzyl)-piperazin-1-yl]-phenylamine | HCID 11185447 | 85.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06552022B1 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-ac384ac2747045f3a8ff3879b7ffcecf |
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| Source note | uspto-grants-2003_04 |
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