Formanilide → 1-Phenyl-1H-benzoimidazole

HRID 1028387Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[C:11]1([NH:17][CH:18]=O)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:3]1([N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:17]=[CH:18]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1

Participants

Reactant 2

HCID 7671Formanilide

HCID 69115o-Iodonitrobenzene

Product 1

HCID 6066691-Phenyl-1H-benzoimidazoleYield 72.1%

Procedure

The title compound was prepared with the analogous procedure described in example 7 (one pot reaction) using 1-iodo-2-nitrobenzene (124.5 mg, 0.5 mmol) and N-phenyl-formamide (73 mg, 0.6 mmol) as starting materials to yield the title compound as a yellow solid (70 mg, 72%).

Workup

customThe title compound was prepared with the analogous procedure
customdescribed in example 7 (one pot reaction)

Sources & evidence

ORD record: ord-b5a71a663f3348afa63ba559df0c5bfd
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735586B2

Reaction notes

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