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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906934Generated: October 25, 2026

Methyl iodide → 3-(Benzenesulfinyl)-1-methyl-1H-indole

https://huagongshe.com/reaction/1906934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-(Benzenesulfinyl)-1H-indoleHCID 13442934—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-(Benzenesulfinyl)-1-methyl-1H-indoleHCID 13800166—

Reaction Steps

Sodium hydride in mineral oil (60% suspension, 0.036 g, 0.90 mmol) was suspended in dry dimethylformamide (10 ml) and a solution of 3-phenylsulfinylindole (0.200 g, 0.82 mmol) in dry dimethylformamide (10 ml) was added dropwise thereto with stirring. After 0.5 hours at room temperature, methyl iodide (0.057 ml) was added and fifteen minutes thereafter the mixture was diluted with water. The product was extracted into benzene, the extract dried and evaporated in vacuo. Crystallization of the residue from ethyl acetate-ether gave the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04654360
Source datasetuspto-grants-1987_03
ORD IDord-f68d0972c06843cf8524d23e160ee5b3
Source noteuspto-grants-1987_03