Water → 5,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-One

HRID 919357

Reaktionsgleichung

Reaktionsgleichung von HRID 919357
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH2:9])=[CH:6][C:7]=1[Cl:8].C1N=CN([C:16](N2C=NC=C2)=[O:17])C=1.O>CN(C=O)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]2[NH:9][C:16](=[O:17])[NH:10][C:4]=2[CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 792974,5-Dichloro-1,2-phenylenediamine

Produkt 1

HCID 98991485,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-OneAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To the solution of 4,5-dichloro-benzene-1,2-diamine (25 g, 0.14 mol) in dry DMF (200 mL), was added CDI (23 g, 0.14 mol) as the solid. The reaction solution was stirred at room temperature for 1 hour, then water (500 mL) was added. The precipitated solid was collected by filtration, washed with water, dried thoroughly to afford the titled compound (26.0 g, 90%). The crude product was used in the following reaction without further purification.

Aufarbeitung

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water
  3. customdried thoroughly

Quellen und Nachweise

ORD-Eintrag
ord-d736183869774be2acd93ff99c6c46df
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273034B2

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