1,1'-Carbonyldiimidazole → HCID 68666114, compound

HRID 1893478Notes

Reaction equation

HRID 1893478 reaction equation
[Br:1][C:2]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:5]([NH2:6])=[C:4]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)[CH:3]=1.C1N=CN([C:23](N2C=NC=C2)=[O:24])C=1>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([NH:6][C:23](=[O:24])[C:14]3[N:13]2[CH:17]=[CH:16][N:15]=3)=[CH:7][C:8]=1[C:9]([F:12])([F:11])[F:10]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 68665521HCID 68665521, compound

Product 1

HCID 68666114HCID 68666114, compoundYield 69.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4-Bromo-2-(1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (12.65 g, 0.0413 mol) is stirred under nitrogen with N,N-carbonyldiimidazole (13.8 g, 0.0825 mol) at 135° C. for 7 hours. After being cooled down to room temperature, the mixture is filtered to yield a grey solid, which is suspended in ethyl acetate (500 mL) and stirred at reflux for 10 minutes. After filtration at room temperature, the solid is washed with ethyl acetated (200 mL) and dried under vacuum to afford the title compound as a grey powder (9.5 g, 69.2%)

Workup

  1. filtrationthe mixture is filtered
  2. customto yield a grey solid, which
  3. temperatureat reflux for 10 minutes
  4. filtrationAfter filtration at room temperature
  5. washthe solid is washed with ethyl
  6. customdried under vacuum

Sources & evidence

ORD record
ord-97106e7dc2dd4e159c83d279f0b8ba5e
Source dataset
uspto-grants-2013_08
Patent number
US08513250B2

Reaction notes

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