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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81515Generated: October 26, 2026

Ethyl Acetate → 5-(3-Bromophenyl)-5-methyl-3-morpholinethione

https://huagongshe.com/reaction/81515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLawesson's reagentHCID 87949—
Reactant5-(3-Bromophenyl)-5-methylmorpholin-3-oneHCID 58155305—
SolventTetrahydrofuranHCID 8028—
Product5-(3-Bromophenyl)-5-methyl-3-morpholinethioneHCID 72681267—

Reaction Steps

A solution of 5-(3-bromo-phenyl)-5-methyl-morpholin-3-one (18 g, 67 mmol) in dry THF was treated with Lawesson's reagent (27 g, 67 mmol) in one portion at room temperature. The mixture was refluxed for 2 h. The title compound was obtained by chromatography on silica gel (PE/EtOAc=30:1 to 10:1). 1H-NMR (400 MHz, DMSO-d6): 11.08 (s, 1H), 7.50 (m, 2H), 7.35 (m, 2H), 4.36 (s, 2H), 4.00 (m, 1H), 3.73 (m, 1H), 1.51 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846658B2
Source datasetuspto-grants-2014_09
ORD IDord-25004a1c29b941b49238d9e6107d23c0
Source noteuspto-grants-2014_09