Ethylene Glycol → HCID 86643578, compound

Participants

Reaction Steps

Into a 250 mL round bottom flask was placed the 2-chloro-3-iodo-4-aminopyridine (3.0 g, 11.8 mmol), thiophenol (1.3 g, 11.8 mmol), copper(I) iodide (0.11 g, 0.58 mmol), ethylene glycol (1.5 g, 24 mmol) and potassium carbonate (3.3 g, 24 mol). 100 mL of 2-propanol was then added to the reaction mixture and the mixture was heated at reflux for 18 h. The reaction mixture was cooled to room temperature and was filtered under vacuum. The filtrate was diluted with 200 mL of water then was extracted two times with 150 mL of ethyl acetate. The extracts were dried over magnesium sulfate then were filtered and stripped under vacuum. The product was purified using Silica gel chromatography with 2-15% ethyl acetate/dichloromethane as the mobile phase. 2.0 g (72% yield of product was collected.

Provenance & Evidence