Hydroxyamine hydrochloride → 1-Methyl-1H-benzoimidazole-2-carbaldehyde oxime

HRID 1827496

Reaktionsgleichung

Reaktionsgleichung von HRID 1827496
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH:11]=O.C([O-])(=O)C.[Na+].Cl.[NH2:19][OH:20]>O>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH:11]=[N:19][OH:20]

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 7620841-methyl-1H-1,3-benzodiazole-2-carbaldehyde

Produkt 1

HCID 181731-Methyl-1H-benzoimidazole-2-carbaldehyde oximeAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of 1-Methyl-1H-benzoimidazole-2-carbaldehyde (980 mg, 6.61 mmol) in H2O (10 ml) was added a solution of Sodium Acetate (3.25 g, 39.68 mmol) and Hydroxylamine hydrochloride (1.38 g, 19.84 mmol) in 10 ml of H2O. The reaction was stirred at rt for 2 hr and the thick precipitate was collected by filtration, washed with water and dried under vacuum to give 1.02 g (94%) of a white solid. 1H NMR (DMSO-d6) δ 12.06 (1H, s), 8.28 (1H, s), 7.65 (1H, d, J=7.5 Hz), 7.60 (1H, d, J=6.8 Hz), 7.32 (1H, t, J=7.2 Hz), 7.23 (1H, t, J=6.8 Hz), 4.00 (3H, s).

Aufarbeitung

  1. filtrationthe thick precipitate was collected by filtration
  2. washwashed with water
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d261b3575a6b4606a69a1e47be52f116
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07053107B2

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