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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510330Generated: November 3, 2026

Water → 1-Methyl-6-nitro-1H-indole

https://huagongshe.com/reaction/1510330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Nitro-1H-indoleHCID 78502—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-Methyl-6-nitro-1H-indoleHCID 10607359—

Reaction Steps

4 g 6-nitro-1H-indole are added batchwise at 0° C. to 800 mg sodium hydride (60% in mineral oil) in 20 mg dimethylformamide. The mixture is stirred for 10 minutes, then 1.86 ml methyl iodide are added dropwise and the mixture is left overnight to come up to ambient temperature. Then it is divided between water and ethyl acetate, the aqueous phase is extracted with ethyl acetate and the combined organic phases are washed with saturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211923B2
Source datasetuspto-grants-2012_07
ORD IDord-3d15c6af41fd44b18adaa60201605f77
Source noteuspto-grants-2012_07