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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085551Generated: November 3, 2026

2-Mesitylenesulfonyl chloride → HCID 22731441, compound

https://huagongshe.com/reaction/2085551

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Mesitylenesulfonyl chlorideHCID 13046—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 3-methyl-1H-indole-5-carboxylateHCID 12628587—
SolventDimethylformamideHCID 6228—
ProductHCID 22731441HCID 2273144190%

Reaction Steps

To a solution of 5-carboethoxy-3-methylindole (601 mg, 2.96 mmol) in DMF, sodium hydride (178 mg, 4.45 mmol) and 2,4,6-trimethylbenzenesulfonyl chloride (971 mg, 4.44 mmol) were added under cooling with ice, followed by stirring for 30 min. The reaction mixture was mixed with a saturated aqueous NH4Cl solution, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine. The organic layer was dried over magnesium sulfate and evaporated under reduced pressure to remove the solvent; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:5) to give the titled compound (1.02 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720433B2
Source datasetuspto-grants-2004_04
ORD IDord-a5ca3c9e7f284be4990f017538c7b9e1
Source noteuspto-grants-2004_04