1,1'-Carbonyldiimidazole → 5-Trifluoromethyl-1,3-dihydro-benzimidazol-2-one

HRID 912758

Reaktionsgleichung

Reaktionsgleichung von HRID 912758
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([NH2:10])[CH:4]=1.[C:13](N1C=CN=C1)(N1C=CN=C1)=[O:14]>C1COCC1>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:8]=[CH:7][C:6]2[NH:9][C:13](=[O:14])[NH:10][C:5]=2[CH:4]=1

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 5208224-Trifluoromethyl-1,2-phenylenediamine

Produkt 1

HCID 118201505-Trifluoromethyl-1,3-dihydro-benzimidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 4-trifluoromethyl-1,2-phenylenediamine (8.8 g, 50 mmol, Lancaster) and 1,1′-carbonyldiimidazole (9.0 g, 55 mmol, Aldrich) in THF (50 mL) was stirred at room temperature for 16 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with EtOAc to give the title compound. MS (ESI, pos. ion) m/z: 203 (M+1).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-f5f514d5bc584525bdb7cb16d34b94d3
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026241B2

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