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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552839Generated: October 29, 2026

Water → N-(4-Cyano-2-nitrophenyl)-4-pentenamide

https://huagongshe.com/reaction/552839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Pentenoyl chlorideHCID 4228493—
ReactantHCID 15257489HCID 15257489—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Cyano-2-nitrophenyl)-4-pentenamideHCID 59214335—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-amino-3-nitrobenzonitrile (2 g) in THF (30 ml) were added 4-pentenoyl chloride (2.90 g) and diisopropylethylamine (4.27 ml), followed by stirring at 80° C. for 12 hours. The reaction solution was poured into water, and extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, and then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:CH3OH) to obtain N-(4-cyano-2-nitrophenyl)pent-4-enamide (174 mg) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951825B2
Source datasetuspto-grants-2011_05
ORD IDord-0fa675f5b3334681a4a3804d8f016e8c
Source noteuspto-grants-2011_05