Reaktion #2230

ord-b713158f99fb4e31b927599348f3f54c

Reaktionsgleichung

O
water
N#Cc1ccc(CBr)cc1
4-(bromomethyl)benzonitrile
[H-].[Na+]
sodium hydride
O=C1NCCN1
imidazolin-2-one
N#Cc1ccc(CN2CCN(Cc3ccc(C#N)cc3)C2=O)cc1
4,4'-[(2-oxoimidazolin-1,3-diyl) bis(methylene)]-bis(benzonitrile)

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    Sonstigea solid formed
  3. 3
    FiltrationThe solid was filtered

Vorschrift

To sodium hydride (2.4 g, 60 mmol) in dimethylformamide (50 mL) at 0° C. was added imidazolin-2-one (2.6 g, 30 mmol). After stirring for 20 minutes 4-(bromomethyl)benzonitrile (13 g, 66 mmol) was added and the mixture was warmed to ambient temperature. After stirring for 1 hour the reaction was poured into water and a solid formed. The solid was filtered to give 4,4'-[(2-oxoimidazolin-1,3-diyl) bis(methylene)]-bis(benzonitrile). NMR (CDCl3) 7.65 (d,4), 7.4 (d,4), 4.45 (s,4), 3.2 (s,4) ppm.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728697uspto-grants-1998_03