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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306533Generated: October 26, 2026

Sodium Iodide → 1-(3,5-dinitrobenzyl)-2,3,3-trimethyl-3H-indolium iodide

https://huagongshe.com/reaction/2306533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant3H-Indole, 2,3,3-trimethyl-HCID 15427—
ReactantBenzene, 1-(chloromethyl)-3,5-dinitro-HCID 94673—
SolventSulfolaneHCID 31347—
Product1-(3,5-dinitrobenzyl)-2,3,3-trimethyl-3H-indolium iodideHCID 1790214057%

Reaction Steps

3,5-Dinitrobenzyl chloride (100 mg, 0.46 mmol), 2,3,3-trimethylindole (74 μ, 73.2 mg, 0.46 mmol) and sodium iodide (69 mg, 0.46 mmol) were heated at 100° C. in sulpholane (5 ml) for 16 hours. After cooling to room temperature the product was isolated by reverse phase HPLC (89.7 mg, 0.26 mmol, 57% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06828116B1
Source datasetuspto-grants-2004_12
ORD IDord-0dd40617dc424c7cac1f85de59099d2b
Source noteuspto-grants-2004_12