2-Bromo-1-(4-iodophenyl)ethanone → 1-(4-Iodo-phenyl)-2-(4-methyl-imidazol-1-yl)-ethanone

HRID 330818

Reaction equation

HRID 330818 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][CH:6]=1)=[O:4].[CH3:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1>C(#N)C>[I:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][N:16]2[CH:17]=[C:13]([CH3:12])[N:14]=[CH:15]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 2565722-Bromo-1-(4-iodophenyl)ethanoneHCID 178418800HCID 178418800, compound

Product 1

HCID 666928261-(4-Iodo-phenyl)-2-(4-methyl-imidazol-1-yl)-ethanone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 2.50 g (7.69 mmol) 2-bromo-1-(4-iodo-phenyl)-ethanone in 30 mL ACN are added 1.90 g (23.1 mmol) 4-methylimidazole and the mixture is stirred at rt for 48 h. After that time, the solvent is evaporated and the residue is taken up in EtOAc. The mixture is washed with water and brine (2×) and the organic layer is dried over magnesium sulphate. The solvent is evaporated and the residue is recrystallized from diethyl ether to yield the desired product.

Workup

  1. customAfter that time, the solvent is evaporated
  2. washThe mixture is washed with water and brine (2×)
  3. dry with materialthe organic layer is dried over magnesium sulphate
  4. customThe solvent is evaporated
  5. customthe residue is recrystallized from diethyl ether

Sources & evidence

ORD record
ord-44e203a0e8094400a366d51e98363dcc
Source dataset
uspto-grants-2014_11
Patent number
US08877754B2

Linked notes

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