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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521434Generated: October 30, 2026

Sodium methanethiolate → 4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester

https://huagongshe.com/reaction/521434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant4-Nitro-3-(2-m-tolyl-ethoxy)-benzoic acid methyl esterHCID 67076436—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl esterHCID 6707675866.5%

Reaction Steps

The compound of step 1 (900 mg, 2.85 mmol) was dissolved in 1,3-dimethyl-2-imidazolidinone (6 ml), and sodium methanethiolate (0.23 g, 3.29 mmol) was added. The mixture was reacted at room temperature for 60 h, then partitioned between a saturated sodium chloride solution and EA, and the aqueous phase extracted with EA. The organic extracts were dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to give 600 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328071B2
Source datasetuspto-grants-2016_05
ORD IDord-05a322d69463458f933e26fd8755de9d
Source noteuspto-grants-2016_05