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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491023Generated: October 31, 2026

N,N'-Dimethylethylenediamine → HCID 57675734, compound

https://huagongshe.com/reaction/491023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant1-Bromo-4-iodobenzeneHCID 11522—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Methoxy-2-methylindoleHCID 70642—
ReactantHCID 57675739HCID 57675739—
ReactantHCID 59596734HCID 59596734—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
ProductHCID 57675734HCID 57675734—

Reaction Conditions

Temperature80 °C

Reaction Steps

1-(4-Bromophenyl)-5-methoxy-2-methyl-1H-indole and 1-(4-Iodophenyl)-5-methoxy-2-methyl-1H-indole. 5-Methoxy-2-methylindole (500 mg, 3.1 mmol) and 1-bromo-4-iodobenzene (877 mg, 3.1 mmol) were dissolved in toluene (6 mL). To the resulting solution were added copper(I) iodide (12 mg, 0.062 mmol), potassium phosphate tribasic (1.32 g, 6.2 mmol), and N,N′-dimethylethylenediamine (6.6 μL, 0.062 mmol). The mixture was heated at 80° C. overnight, allowed to cool to room temperature and filtered through a pad of silica. The resulting solution was concentrated to give a mixture of both the bromo and the iodo halophenyl indoles, which were used without further purification (assumed quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528262B2
Source datasetuspto-grants-2009_05
ORD IDord-d6e49752d6754b9eaef1cd74cb5eb478
Source noteuspto-grants-2009_05