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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605166Generated: October 29, 2026

Water → 4-(4-Methoxy-phenylsulfanyl)-3-nitro-benzoic acid methyl ester

https://huagongshe.com/reaction/605166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethoxybenzenethiolHCID 12765—
ReactantMethyl 4-chloro-3-nitrobenzoateHCID 735797—
SolventDimethylformamideHCID 6228—
Product4-(4-Methoxy-phenylsulfanyl)-3-nitro-benzoic acid methyl esterHCID 4166429—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-methoxy thiophenol (5 mL, 40.7 mmol) and methyl-3-nitro-4-chlorobenzoate (10.52 g, 48.8 mmol) in DMF (40 mL) was added CsCO3 (26.5 g, 81.4 mmol) and the reaction mixture heated at 80° C. for 3 hours. After cooling, the solution was poured into water and extracted with ethyl acetate (3×100 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under vacuum to afford the title compound after chromatography on silica gel using ethyl acetate/hexanes as eluent (10.93 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-9e225d67bc784edd9689f2137d095bcb
Source noteuspto-grants-2011_03