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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041801Generated: November 1, 2026

1,10-Phenanthroline → HCID 25239477, compound

https://huagongshe.com/reaction/2041801

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantHCID 1019799HCID 1019799—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 25239477HCID 2523947775%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-bromo-N-(2-bromophenyl)nicotinamide (4) (3.44 g, 9.7 mmol), CuI (0.106 g, 0.56 mmol), Cs2CO3 (3.91 g, 12 mmol) and 1,10-phenathroline (0.20 g, 1.12 mmol) in anhydrous 1,4-dioxane (50 mL) was heated at 100° C. overnight. After cooled cooling to RT, the mixture was poured into ethyl acetate (200 mL), then washed with water. The aqueous phase was extracted with ethyl acetate (200 mL×2), and the organic phase was collected and dried over Na2SO4, and purified by flash chromatography (silica gel, hexanes/ethyl acetate 3:1) to give a light yellow solid (5) (2.0 g, 75% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08585926B2
Source datasetuspto-grants-2013_11
ORD IDord-13916050656b4cf59575b60eec6026b1
Source noteuspto-grants-2013_11