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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545112Generated: October 25, 2026

Methyl iodide → (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}-(3-methoxycarbonylphenylthio)acetamide

https://huagongshe.com/reaction/545112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzoic acid, 3-mercapto-HCID 95737—
Reactant(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide hydrochlorideHCID 67169608—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}-(3-methoxycarbonylphenylthio)acetamideHCID 67170774—

Reaction Steps

3-mercaptobenzoic acid (840 mg) and the resultant product (2.1 g) of (1-2) were dissolved in dimethylformamide (50 mL), potassium carbonate (2.1 g) was added, and the mixture was stirred at room temperature for 4 hrs. Methyl iodide (0.34 mL) was added, and the mixture was further stirred for 1 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography using a mixed solvent of chloroform and methanol as an eluent. The solvent was evaporated from the eluent to give the title compound (2.0 g) as a white amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935700B2
Source datasetuspto-grants-2011_05
ORD IDord-722f5a1afad949b3a88e168036c79dae
Source noteuspto-grants-2011_05