Reaktion #77549

Reaktionsgleichung

N-(2-phenyl-2-hydroxyethyl)-N′-cyano-N″-4-pyridylguanidine

triphenylphosphine

diisopropyl azodicarboxylate

→

Compound 14

[5-phenyl-1-(4-pyridyl)tetrahydro-1H-2-imidazolyliden]aminomethane-nitrile

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was precipitated from ether
2. 2
   Sonstigeto form the white solid
3. 3
   SonstigeThe solid thus obtained
4. 4
   Waschenwas washed sequentially with ether, methanol and acetone

Vorschrift

To a solution of N-(2-phenyl-2-hydroxyethyl)-N′-cyano-N″-4-pyridylguanidine (1.0 g, 3.56 mmol) and triphenylphosphine (1.86 g, 7.12 mmol) in THF (30 mL) at 0° C. was added diisopropyl azodicarboxylate (3.8 mL, 7.12 mmol) dissolved in 15 mL (THF) by syringe pump over 30 min. The resulting mixture was kept stirring and warmed to room temperature for 70 h. The product was precipitated from ether to form the white solid. The solid thus obtained was washed sequentially with ether, methanol and acetone to give the product (i.e., Compound 14) as a white solid (0.67 g, 72%).

Quelle