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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335039Generated: October 25, 2026

Diethyl Ether → (S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBr

https://huagongshe.com/reaction/335039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-ThiophenecarboxamideHCID 22063—
Reactant(S)-tert-Butyl (4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-yl)carbamateHCID 53778469—
SolventAcetonitrileHCID 6342—
Product(S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBrHCID 66704762—

Reaction Steps

A mixture of (S)-tert-butyl 4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-ylcarbamate, 7, (38.7 g, 100 mmol), and thiophen-2-carboxamide (14 g, 110 mmol) (available from Alfa Aesar) in CH3CN (500 mL) is refluxed for 5 hours. The reaction mixture is cooled to room temperature and diethyl ether (200 mL) is added to the solution. The precipitate which forms is collected by filtration. The solid is dried under vacuum to afford the desired product which can be used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883832B2
Source datasetuspto-grants-2014_11
ORD IDord-affc3064e2e44a2bae6351bd22036ec5
Source noteuspto-grants-2014_11