Formic Acid → 1008361-62-3

HRID 1754967Notes

Reaction equation

HRID 1754967 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:13])[C:5]([NH2:12])=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[CH:14](O)=O>>[Br:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]2[NH:12][CH:14]=[N:13][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 105389214-Bromo-5-(trifluoromethyl)benzene-1,2-diamine

Product 1

HCID 594745901008361-62-3

Conditions

Temperature
120 °C

Procedure

4-Bromo-5-trifluoromethyl-benzene-1,2-diamine (200 mg, 0.785 mmol) was dissolved in formic acid (3 ml), and the mixture was stirred at 120° C. for six hours. The reaction solution was concentrated, and water was added to the resulting residue, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 5-bromo-6-trifluoromethyl-1H-benzimidazole (201 mg) as a crude compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additionwater was added to the resulting residue
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-52cb3350046b47b7bd05642a780922b7
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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