Sodium Bicarbonate → HCID 21937990, compound

HRID 2054658

Reaction equation

[C:1]1([N:7]2[C:11]3[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+]([O-])([O-])=[O:24].[NH4+].[Ce].C(=O)(O)[O-].[Na+]>S(=O)(=O)(O)O>[C:1]1([N:7]2[C:11]3[CH:12]=[C:13]([CH:16]=[O:24])[CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 80 °C

Procedure

1 g of 1,2-diphenyl-6-methyl-1H-benzimidazole was suspended in 31 ml of 40% sulfuric acid and mixed with 13.5 g of cerium ammonium nitrate. It was allowed to stir for 2.5 hours at 80° C., cooled to 20° C., and carefully stirred into saturated aqueous sodium bicarbonate solution. The mixture was extracted three times with ethyl acetate, the combined extracts were washed with saturated aqueous sodium chloride solution, dried on sodium sulfate solution and evaporated to the dry state in a vacuum. The residue was chromatographed on silica gel.

Workup

temperaturecooled to 20° C.
extractionThe mixture was extracted three times with ethyl acetate
washthe combined extracts were washed with saturated aqueous sodium chloride solution
customdried on sodium sulfate solution
customevaporated to the dry state in a vacuum
customThe residue was chromatographed on silica gel

Sources & evidence

ORD record: ord-25b8dad2d6094ebeb35e0d137cc5b156
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07329679B2

Linked notes

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