1-Ethyl-2-methylbenzimidazole → 1-ethyl-1H-benzimidazole-2-carbaldehyde

HRID 29487Notes

Reaction equation

[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH3:12])[CH3:2].[Se](=O)=[O:14]>>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[CH:12]=[O:14])[CH3:2]

Participants

Reactant 2

HCID 220541-Ethyl-2-methylbenzimidazole

HCID 24007Selenium Dioxide

Product 1

HCID 9625441-ethyl-1H-benzimidazole-2-carbaldehydeYield 52%

Procedure

Oxidation of the 1-ethyl-2-methylbenzimidazole to the corresponding aldehyde using selenium dioxide was conducted according to a literature procedure (Werner et al. Tetrahedron, 1995, 51, 4779). 1-Ethyl-1H-benzimidazole-2-carboxaldehyde was isolated as a yellow oil in overall 52% yield.

Sources & evidence

ORD record: ord-dd006146bf554c51b3c7df29b9306e8e
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07420001B2

Reaction notes

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