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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49820Generated: October 25, 2026

Triethylamine → Methyl 4-(3-(1-acetylpiperazin-4-yl)anilino)-3-nitrobenzoate

https://huagongshe.com/reaction/49820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 4-chloro-3-nitrobenzoateHCID 735797—
Reactant1-[4-(3-Aminophenyl)piperazin-1-yl]ethan-1-oneHCID 11117539—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 4-(3-(1-acetylpiperazin-4-yl)anilino)-3-nitrobenzoateHCID 2274190585%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 4-chloro-3-nitrobenzoate (2.0 g, 9.28 mmol) in anhydrous NMP (5 ml) was added 2d (2.03 g, 9.28 mmol) and triethylamine (1.3 ml, 9.28 mmol). The mixture was heated with stirring to 80° C. overnight. The cooled solution was poured into ice-water (50 ml) and the resulting mixture was extracted with ethyl acetate (3×10 ml). The combined organic extracts were washed with water, dried over sodium sulfate and evaporated to dryness. The residue was triturated with petroleum ether to yield methyl 4-(3-(1-acetylpiperazin-4-yl)anilino)-3-nitrobenzoate (3.14 g, 85%) as red crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710044B2
Source datasetuspto-grants-2004_03
ORD IDord-d28c7b02f5b34d5cb4e0639f13bf4dc5
Source noteuspto-grants-2004_03