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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201700Generated: October 29, 2026

Acetic Anhydride → 3-(2-Nitro-5-(thiophen-2-yl)phenyl)urea

https://huagongshe.com/reaction/2201700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant1-(2-Nitro-5-(thiophen-2-yl)phenyl)-3-(piperidin-4-ylmethyl)ureaHCID 70981590—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-(2-Nitro-5-(thiophen-2-yl)phenyl)ureaHCID 86712532122.1%

Reaction Steps

Acetic anhydride (0.03 g, 0.31 mmol, 1.1 equiv.) was added to a solution of 1-(2-nitro-5-(thiophen-2-yl)phenyl)-3-(piperidin-4-ylmethyl)urea (0.10 g, 0.28 mmol, 1.0 equiv.) and triethylamine (60 μL, 0.42 mmol, 1.5 equiv.) in dichloromethane (5 mL) at 0° C. The reaction mixture was warmed to room temperature and stirred for 211. The reaction was then diluted with water. The product was extracted with dichloromethane, washed with water and brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude solid was purified by column chromatography (silica gel, 5% MeOH/CH2Cl2) to afford 14(1-acetylpiperidin-4-yl)methyl)-3-(2-nitro-5-(thiophen-2-yl)phenyl)urea (0.09 g, 81% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365498B2
Source datasetuspto-grants-2016_06
ORD IDord-43846181863246c5ad64e2fe4c4d85f9
Source noteuspto-grants-2016_06