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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378567Generated: November 3, 2026

Ethyl Acetate → HCID 68742153, compound

https://huagongshe.com/reaction/2378567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
Reactant3-{4-[(4-Methylphenyl)sulfanyl]-3-nitrophenyl}prop-2-enoic acidHCID 2801628—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68742153HCID 68742153—

Reaction Steps

A solution of 3-[4-(4-methylphenylthio)-3-nitrophenyl]acrylic acid (631 mg, MAYB) in a mixture of methanol (12.6 ml), ethyl acetate (6.3 ml) and THF (6.3 ml) was added dropwise to methanol (12.6 ml) beforehand under ice cooling, and then the mixture was added with a solution of thionyl chloride (735 μl, KANTO) in methanol (50 ml) under ice cooling, stirred for 30 minutes, then warmed to room temperature, and further stirred for 15.5 hours. The reaction mixture was poured into aqueous sodium hydrogencarbonate (50 ml) for neutralization, and extracted with ethyl acetate (50 ml), and the organic layer was washed with saturated brine. The organic layer was dried, and then the solvent was evaporated under reduced pressure to obtain the title compound (Intermediate s-1, 659 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470807B2
Source datasetuspto-grants-2008_12
ORD IDord-c231e4532c254a35996e031522167350
Source noteuspto-grants-2008_12