Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243091Generated: October 29, 2026

N,N'-Dimethylethylenediamine → HCID 5151499, compound

https://huagongshe.com/reaction/1243091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant2-ImidazolidinoneHCID 8453—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantBenzene, 1-iodo-3-methoxy-HCID 69839—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 5151499HCID 515149967%

Reaction Conditions

Temperature130 °C

Reaction Steps

A microwave test tube was charged with CuI (20 mg, 0.10 mmol, 0.10 equiv), K3PO4 (425 mg, 2.0 mmol, 2.0 equiv), 2-imidazolidone (1.29 g, 15.0 mmol, 15.0 equiv), 3-iodoanisole (119 μL, 1.0 mmol, 1.0 equiv), N,N′-dimethylethylenediamine (22 μL, 0.20 mmol, 0.20 equiv) and dry DMF (2.0 mL), filled with argon. The test tube was sealed and the reaction mixture was stirred at 130° C. for 15 h in the microwave. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel, eluting with ethyl acetate. The filtrate was concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane:ethyl acetate 1:2) provided 128 mg (67% yield) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115784B2
Source datasetuspto-grants-2006_10
ORD IDord-2632e512293a410caf6917871a270492
Source noteuspto-grants-2006_10