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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62693Generated: October 27, 2026

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

https://huagongshe.com/reaction/62693

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 2 h. 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 numberUS09447030B2
Source datasetuspto-grants-2016_09
ORD IDord-eaa035cccda5468a910111ce69c9fa36
Source noteuspto-grants-2016_09