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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503851Generated: November 2, 2026

Water → (3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanone

https://huagongshe.com/reaction/1503851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-MethylpiperazineHCID 53167—
Reactant3-Methoxy-4-nitrobenzoic acidHCID 78764—
SolventThionyl ChlorideHCID 24386—
Product(3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanoneHCID 66711301—

Reaction Steps

A solution of 3-methoxy-4-nitrobenzoic acid (6.81 g, 34.54 mmol) in sulfurous dichloride (50 mL) was stirred at reflux for 8 hours. After cooling to ambient temperature, the mixture was concentrated under vacuum and the residue was dissolved in dichloromethane (60 mL). 1-Methylpiperazine (3.6 g, 36.27 mmol) was added at 0° C. and the mixture was stirred at ambient temperature for 4 hours. The mixture was poured into water (100 mL) and extracted with dichloromethane (2×200 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to provide the crude title compound. MS: 280.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212192B2
Source datasetuspto-grants-2015_12
ORD IDord-5bb7849ade494e3b803a252a0398dfb2
Source noteuspto-grants-2015_12