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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1243093Erstellt: 24. Oktober 2026

Bromobenzene → 1-Benzyl-3-phenylurea

https://huagongshe.com/de/reaction/1243093

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromobenzeneHCID 7961—
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktBenzylureaHCID 10853—
EduktPotassium Phosphate, TribasicHCID 62657—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-Benzyl-3-phenylureaHCID 28036379,1%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A test tube was charged with CuI (20 mg, 0.10 mmol, 0.10 equiv), K3PO4 (425 mg, 2.0 mmol, 2.0 equiv), benzylurea (225 mg, 1.5 mmol, 1.5 equiv), filled with argon. Bromobenzene (105 μL, 1.0 mmol, 1.0 equiv), N,N′-dimethylethylendiamine (22 μL, 0.20 mmol, 0.20 equiv) and dry dioxane (1.0 mL) were added under argon. The test tube was sealed and the reaction mixture was stirred at 80° C. for 25 h. 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. The solid residue was dissolved in ˜2 mL DMF. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane:ethyl acetate 3:1) provided 179 mg (79% yield) of the title compound as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07115784B2
Quelldatensatzuspto-grants-2006_10
ORD IDord-fbe72e136a3942c59a3d04d786d8ad05
Quellennotizuspto-grants-2006_10