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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633603Generated: October 26, 2026

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

https://huagongshe.com/reaction/1633603

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 numberUS06503925B1
Source datasetuspto-grants-2003_01
ORD IDord-a3410c2e9ea141c98c3f744311c9d7c2
Source noteuspto-grants-2003_01