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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947207Generated: November 2, 2026

Methanol → 4-((4-Methylpiperazin-1-yl)methyl)aniline

https://huagongshe.com/reaction/1947207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Methyl-4-(4-nitrobenzyl)piperazineHCID 677795—
CatalystZincHCID 23994—
SolventDiethyl EtherHCID 3283—
Product4-((4-Methylpiperazin-1-yl)methyl)anilineHCID 315399677.3%

Reaction Steps

1-methyl-4-(4-nitrobenzyl)-piperazine (F652-01, 4.67 g, 19.9 mmol), methanol (100 mL), zinc powder (6.5 g, 99.3 mmol) and ammonium chloride (4.3 g, 79.5 mmol) were placed in a reaction vessel and heated for 2 hours under reflux. After returning to room temperature, the reaction mixture was filtered through Celite. The solvent of the filtrate was distilled off under reduced pressure to obtain a solid. Diethyl ether was added to the solid, and insoluble components were removed by filtration. 4-(4-methylpiperazin-1-ylmethyl)phenylamine (F652-02, white solid, 3.16 g, 77%) was obtained by removing the solvent of the filtrate by distillation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399464B2
Source datasetuspto-grants-2013_03
ORD IDord-7212c0d3a057432281b24629c4ff54b6
Source noteuspto-grants-2013_03