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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81289Generated: October 27, 2026

Diethyl Ether → (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine

https://huagongshe.com/reaction/81289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-Bromo-2-butanoneHCID 13156—
Reactant[2-(4-nitrophenyl)-1-(S)-thiocarbamoylethyl]carbamic acid tert-butyl esterHCID 57943188—
SolventAcetonitrileHCID 6342—
Product(S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamineHCID 5794318790%

Reaction Steps

A mixture of [2-(4-nitrophenyl)-1-(S)-thiocarbamoylethyl]-carbamic acid tert-butyl ester, 2, (0.245 g, 0.753 mmol), 1-bromo-2-butanone (0.125 g, 0.828 mmol) in CH3CN (5 mL) is refluxed 3 hours. The reaction mixture is cooled to room temperature and diethyl ether is added to the solution and the precipitate which forms is removed by filtration. The solid is dried under vacuum to afford 0.242 g (90% yield) of the desired product. ESI+MS 278 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846685B2
Source datasetuspto-grants-2014_09
ORD IDord-0142ccf0136145849ea319834c291635
Source noteuspto-grants-2014_09