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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735110Generated: October 26, 2026

Methyl iodide → 2-Chloro-1-methyl-5-nitroindole-3-carbaldehyde

https://huagongshe.com/reaction/1735110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-chloro-5-nitro-1H-indole-3-carbaldehydeHCID 3809201—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-1-methyl-5-nitroindole-3-carbaldehydeHCID 10823874—

Reaction Steps

To 5 g of (65) in 100 ml THF was added 550 mg NaH and 2.5 ml methyliodide. The reaction was left with stirring overnight. Most of the THF was evaporated off, water was added, and the water phase extracted with EtOAc. The water phase was then acidified with acetic acid, which precipitated the pure product. Filtration and drying gave 770 mg of (66).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05536721
Source datasetuspto-grants-1996_07
ORD IDord-31f63e112e3f425db993048849140007
Source noteuspto-grants-1996_07