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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579403Generated: October 29, 2026

Methyl iodide → 4,5,6-triiodo-1,2,3,3-tetramethyl-3H-indolium iodide

https://huagongshe.com/reaction/579403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4,5,6-triiodo-2,3,3-trimethyl-3H-indoleHCID 71736008—
Product4,5,6-triiodo-1,2,3,3-tetramethyl-3H-indolium iodideHCID 8669533493.7%

Reaction Steps

0.6 g (1.1 mmol) of 4,5,6-triiodo-2,3,3-trimethyl-3H-indole and 0.78 g (5.5 mmol) of iodomethane were heated at 30-40° C. for 20 hours in a sealed tube. The formed precipitate was filtered, and washed with small amounts of benzene and acetone to yield 350 mg of 4,5,6-triiodo-1,2,3,3-tetramethyl-3H-indolium iodide. 1H-NMR (200 MHz, DMSO-d6), δ, ppm: 8.53 (1H, s, arom.), 3.93 (3H, s, NCH3), 2.77 (3H, s, CH3), 1.60 (6H, s, C(CH3)2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040721B2
Source datasetuspto-grants-2015_05
ORD IDord-920d97d5edd44749b0e21819dea39d65
Source noteuspto-grants-2015_05