Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1957214Generated: October 26, 2026

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

https://huagongshe.com/reaction/1957214

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 numberUS05783575
Source datasetuspto-grants-1998_07
ORD IDord-2ac73b4ba323450a8e575613998a422c
Source noteuspto-grants-1998_07