Réaction #531889

ord-e143fdfe61a042b4b6b84ea4d5218577

Équation de réaction

O=C(O)N1CCCN1
azaproline
CC#N
MeCN
O=C=Nc1ccccc1
phenylisocyanate
NC(=O)Nc1ccccc1
phenylurea

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Concentrationthen concentrated in vacuo
  2. 2
    AutreThe crude residue was purified by silica gel chromatography (ethyl acetate-hexanes)

Mode opératoire

To a solution of azaproline VI (20.0 mg, 0.056 mmol) and TEA (9.5 pt, 0.068 mmol) in DCM (400 μL)/MeCN (750 μL) was added phenylisocyanate (7.3 μL, 0.067 mmol). The solution was stirred at rt for 16 h then concentrated in vacuo. The crude residue was purified by silica gel chromatography (ethyl acetate-hexanes) to afford 18.9 mg of phenylurea in 71% yield. LCMS (M+1): 474.84.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08476225B2uspto-grants-2013_07