Water → 4,4'-[(2-Oxoimidazolin-1,3-diyl)bis(methylene)]-bis(benzonitrile)

HRID 976435

Reaktionsgleichung

Reaktionsgleichung von HRID 976435
[H-].[Na+].[NH:3]1[CH2:7][CH2:6][NH:5][C:4]1=[O:8].Br[CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1.O>CN(C)C=O>[O:8]=[C:4]1[N:5]([CH2:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=2)[CH2:6][CH2:7][N:3]1[CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 84532-ImidazolidinoneHCID 24758Sodium hydrideHCID 869964-(Bromomethyl)benzonitrile

Produkt 1

HCID 700916594,4'-[(2-Oxoimidazolin-1,3-diyl)bis(methylene)]-bis(benzonitrile)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. additionwas added
  2. customa solid formed
  3. filtrationThe solid was filtered

Quellen und Nachweise

ORD-Eintrag
ord-3bac5451e2ae4860b58afe9f47ad5a9c
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05612363

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