HCID 178519339, compound → HCID 178418743, compound

HRID 2097168Notes

Reaction equation

HRID 2097168 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][OH:11])=[CH:9][C:4]=2[N:3]=[CH:2]1>C1C=CC=CC=1.O=[Mn]=O>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[O:11])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 178519339HCID 178519339, compound

Product 1

HCID 178418743HCID 178418743, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 241BenzeneSolvent

Procedure

To a stirring solution of (1H-benzo[d]imidazol-5-yl)methanol (501 mg, 3.38 mmol) in benzene (35 mL) was added MnO2 (2.35, 27.0 mmol). After stirring at room temperature for 12 h the reaction was then filtered through celite and the filter cake was washed with THF (200 mL). The Filtrate was concentrated to give the title compound (1H-benzo[d]imidazole-5-carbaldehyde) (201 mg, 41%) as a white solid: 1H NMR (400 MHz, DMSO-d6) δ 12.90 (bs, 1H), 10.04 (s, 1H), 8.43 (s, 1H), 8.19 (s, 1H), 7.75 (s, 2H).

Workup

  1. filtrationwas then filtered through celite
  2. washthe filter cake was washed with THF (200 mL)
  3. concentrationThe Filtrate was concentrated

Sources & evidence

ORD record
ord-ac210cc67dc94b3db6783524ec3cb7a4
Source dataset
uspto-grants-2013_05
Patent number
US08450307B2

Reaction notes

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