HCID 15675385, compound → 1-(2-aminoethyl)-2,3-dihydro-2-oxo-1H-benzimidazole

HRID 1461270Notes

Reaction equation

HRID 1461270 reaction equation
[N:1]([CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]1=[O:15])=[N+]=[N-].[H][H]>C(O)C.O.[C].[Pd]>[NH2:1][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]1=[O:15]

Participants

6

Reactant 2

HCID 15675385HCID 15675385, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117451761-(2-aminoethyl)-2,3-dihydro-2-oxo-1H-benzimidazoleYield 89.1%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 150 ml of ethanol was dissolved 1.3 g (6.4 mmol) of Compound i followed by addition of a suspension of 65 mg (5 w/w%) of 10% palladium-carbon in 2 ml of water. The mixture was stirred at room temperature for 4.5 hours, with hydrogen gas being bubbled into the mixture. The reaction mixture was then filtered and the filtrate was concentrated to give 1.01 g (89.1%) of 1-(2-aminoethyl)-2,3-dihydro-2-oxo-1H-benzimidazole (Compound j) as white crystals.

Workup

  1. custombeing bubbled into the mixture
  2. filtrationThe reaction mixture was then filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-74fff30f668c4f55893006e613832f27
Source dataset
uspto-grants-1991_12
Patent number
US05075301

Reaction notes

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