Acetanilide → 5-Fluoro-2-methyl-1-phenyl-1H-benzoimidazole

HRID 1028382Notes

Reaction equation

HRID 1028382 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[C:12]1([NH:18][C:19](=O)[CH3:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[F:8][C:5]1[CH:6]=[CH:7][C:2]2[N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:19]([CH3:20])=[N:9][C:3]=2[CH:4]=1

Participants

3

Reactant 2

HCID 904AcetanilideHCID 27733831-Bromo-4-fluoro-2-nitrobenzene

Product 1

HCID 252168695-Fluoro-2-methyl-1-phenyl-1H-benzoimidazoleYield 61%

Procedure

The title compound was prepared with the analogous procedure described in example 3 using 1-Bromo-4-fluoro-2-nitrobenzene and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as brown solid (69 mg, 61%). 1H NMR (DMSO) δ 2.49 (s, 3 H), 7.17-7.32 (m, 2 H), 7.61-7.73 (m, 6 H).

Workup

  1. customThe title compound was prepared with the analogous procedure

Sources & evidence

ORD record
ord-2a3dc422c3d043f981b6dabd057aa724
Source dataset
uspto-grants-2014_05
Patent number
US08735586B2

Reaction notes

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