Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037319Generated: October 26, 2026

Ethyl Acetate → {1-[4-(2-Phenyl-4-thioxo-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1037319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLawesson's reagentHCID 87949—
Reactant{1-[4-(4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 67067804—
SolventTolueneHCID 1140—
SolventCyclohexaneHCID 8078—
Product{1-[4-(2-Phenyl-4-thioxo-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 86671045185.6%

Reaction Steps

To a solution of {1-[4-(4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (30 mg, 0.0642 mmol) in toluene (3 mL) was added Lawesson's reagent (2,4-bis-(4-methoxy-phenyl)-[1,3,2,4]dithiadiphosphetane 2,4-disulfide) (15.6 mg, 0.039 mmol). The reaction mixture was heated at reflux for 3 hours. The cooled mixture was subjected to flash chromatography (SiO2, 20% EtOAc in cyclohexane). A second chromatography (SiO2, 3% EtOAc in toluene) afforded the title compound (35 mg). LCMS (Method A): RT=5.08 min, [M+H]+=484.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-fe1858bbca4646f1bb35de4b3f21fb73
Source noteuspto-grants-2013_10