1-Methyl-6-nitrobenzimidazole → 1-Methyl-1H-benzimidazol-6-amine

HRID 2375918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2375918
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=[CH:10][C:5]=2[N:4]=[CH:3]1>C(O)C.[Pd]>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([NH2:11])[CH:9]=[CH:10][C:5]=2[N:4]=[CH:3]1

Komponenten

4

Edukt 1

HCID 949781-Methyl-6-nitrobenzimidazole

Produkt 1

HCID 136802831-Methyl-1H-benzimidazol-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Pd/C (17 mg, 10%, with 50% water) was added into the suspension of 1-methyl-6-nitro-1H-1,3-benzimidazole (85.0 mg, 0.480 mmol) in ethanol (3 mL). The mixture was degassed and filled with H2. The mixture was stirred at rt under balloon pressure for 16 h. After that time, the mixture was filtered and concentrated in vacuo to obtain the title compound as pink crystals. 1H NMR (CD3OD, 400 MHz): δ=3.67 (s, 3H), 6.69-6.73 (m, 2H), 7.33 (dd, 1H, J=0.4 & 8.8 Hz), 7.77 (s, 1H). MS (ES+): m/z 148.16 (100) [MH+]. HPLC: tR=0.43 min (ZQ2000, polar—5 min).

Aufarbeitung

  1. customThe mixture was degassed
  2. additionfilled with H2
  3. filtrationAfter that time, the mixture was filtered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-76e625f5be39408db0d54e25744bb982
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07465726B2

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