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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728596Generated: October 29, 2026

Methyl iodide → 1-Methyl-6-nitro-1H-indole

https://huagongshe.com/reaction/1728596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Nitro-1H-indoleHCID 78502—
SolventDimethylformamideHCID 6228—
Product1-Methyl-6-nitro-1H-indoleHCID 1060735994%

Reaction Steps

To a solution of sodium hydride (0.27 g; 6.8 mM) in dimethylformamide (4 ml) at 0° C. under nitrogen, was added 6-nitroindole (1 g; 6.2 mM) in dimethylformamide (12 ml). After stirring at room temperature for 0.5 h, iodomethane (0.42 ml; 6.8 mM) in dimethylformamide (1 ml) was added and stirring continued for 1 h. The reaction mixture was then quenched with water, and poured onto excess water with stirring. Filtration afforded the title compound (1.03 g; 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05328922
Source datasetuspto-grants-1994_07
ORD IDord-0fe61a403df24c539c737035e273620a
Source noteuspto-grants-1994_07