Cyanogen Bromide → 2-Aminobenzimidazole

HRID 221519

Reaktionsgleichung

Reaktionsgleichung von HRID 221519
[N:1]#[C:2]Br.[NH2:4][C:5]1[C:10]([NH2:11])=[CH:9][CH:8]=[CH:7][C:6]=1OC.[OH-].[Na+]>CCO.O>[NH2:1][C:2]1[NH:4][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=2[N:11]=1

Komponenten

6

Edukt 3

HCID 10476Cyanogen BromideHCID 14798Sodium HydroxideHCID 1842683-Methoxybenzene-1,2-diamine

Produkt 1

HCID 136242-Aminobenzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Cyanogen bromide (7.05 mmol, 0.74 g) was added to a solution of 2,3-diaminoanisole (4.7 mmol, 0.65 g) in EtOH (10 mL) and the reaction was stirred at room temperature for 14 h. The reaction was diluted with H2O and then basified (pH>12) using 4 M NaOH. The aqueous layer was extracted with CH2Cl2. The organic phase was then separated and washed with brine and then dried over MgSO4 and then concentrated to provide 2-aminobenzimidazole 37b.

Aufarbeitung

  1. extractionThe aqueous layer was extracted with CH2Cl2
  2. customThe organic phase was then separated
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4dd7d82b92d54646aeddc463d3d6f37d
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207173B2

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