Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045290Generated: October 25, 2026

Furaneol → 4-bromo-5-(4-methoxyphenyl)-2(5H)-furanone

https://huagongshe.com/reaction/1045290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFuraneolHCID 19309—
Reactant3,4-Dibromo-5-hydroxyfuran-2(5H)-oneHCID 93559—
Reactant2-Cyclopenten-1-one, 2-pentyl-HCID 117549—
Reactant2-Methoxy-2,4-diphenyl-3(2H)-furanoneHCID 170874—
ReactantAutoinducer 2HCID 446576—
Reactant4-Bromo-5-methoxy-5-(4-methoxyphenyl)furan-2(5H)-oneHCID 4205038—
Reactant4-{[3-Bromo-2-(4-methoxyphenyl)-5-oxo-2 5-dihydro-2-furanyl]oxy}benzoateHCID 131730032—
Product4-bromo-5-(4-methoxyphenyl)-2(5H)-furanoneHCID 4089075—

Reaction Steps

3,4-dibromo-5-hydroxy-2(5H)-furanone (manufactured by SIGMA), Compound 3: 4-bromo-5-methoxy-5-(4-methoxyphenyl)-2(5H)-furanone (manufactured by SIGMA), and Compound 4: 4-{[3-bromo-2-(4-methoxyphenyl)-5-oxo-2,5-dihydro-2-furanyl]oxy}benzoate (manufactured by SIGMA) were used as test drugs. As positive controls, three (3) kinds of known compounds as an AI-2 inhibitory compounds, such as Compound 5: 4-hydroxy-2,5-dimethyl-3(2H)-furanone (manufactured by SIGMA), Compound 6: 2-methoxy-2,4-diphenyl-3(2H)-furanone (manufactured by SIGMA), and Compound 7: 2-pentyl-2-cyclopentene-1-one (manufactured by SIGMA) were used (see Bassseler et al., Bacteriol. 179, p. 4043-4045, 1997; Yoshida A. et al., Appl. Environ. Microbial., 71(5), p. 2372-2380, 2005; and Wen Z. T. et al., J. Bacteriol., 189(9), p. 2682-2691, 2004).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08568986B2
Source datasetuspto-grants-2013_10
ORD IDord-1d3da3c7a1e1413c936959ff83c23b48
Source noteuspto-grants-2013_10