1,3-Dihydro-5-(hydroxymethyl)-2H-benzimidazol-2-one → 1H-Benzimidazole-5-carboxaldehyde,2,3-dihydro-2-oxo-(9CI)

HRID 892347Notes

Reaction equation

HRID 892347 reaction equation
[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][OH:12])=[CH:10][C:4]=2[NH:3]1>CN(C=O)C.[O-2].[Mn+4].[O-2]>[O:1]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([CH:11]=[O:12])=[CH:10][C:4]=2[NH:3]1

Participants

4

Reactant 1

HCID 145183581,3-Dihydro-5-(hydroxymethyl)-2H-benzimidazol-2-one

Product 1

HCID 230041481H-Benzimidazole-5-carboxaldehyde,2,3-dihydro-2-oxo-(9CI)

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

25.7 g (0.157 mol) of 20b in DMF are stirred with 81.7 g (0.939 mol) of manganese(IV) oxide for 2 days in analogy to Example 8b.

Sources & evidence

ORD record
ord-5307314a9632460797e519e0e994105d
Source dataset
uspto-grants-1992_06
Patent number
USRE033948

Reaction notes

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