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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190865Generated: October 31, 2026

Hydrochloric Acid → 4-(4-Methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl)methyl]aniline

https://huagongshe.com/reaction/1190865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantStannous ChlorideHCID 24479—
Reactant1-Methyl-4-{2-[(4-methylpiperazin-1-yl)methyl]-4-nitrophenyl}piperazineHCID 67246886—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Methylpiperazin-1-yl)-3-[(4-methylpiperazin-1-yl)methyl]anilineHCID 6724923463%

Reaction Steps

A mixture of SnCl2 (0.398 g, 2.1 mmol), 1.6 mL of HCl 1M and 5 mL of THF was added to a solution of 1-methyl-4-{2-[(4-methylpiperazin-1-yl)methyl]-4-nitrophenyl}piperazine (0.175 g, 2.5 eq) in 15 mL of THF. The reaction mixture was refluxed for 3 h and allowed to cool to room temperature. A saturated aqueous solution of Na2CO3 was added. The aqueous layer was extracted with DCM. The combined organic layers were dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (DCM/MeOH/NH4OH//8/2/0.1) to yield expected compound as a brown oil (100 mg, 63% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680095B2
Source datasetuspto-grants-2014_03
ORD IDord-6040fbecdcbf43869eac1b2d1a3fe700
Source noteuspto-grants-2014_03