5-Amino-2-(trifluoromethyl)benzimidazole → HCID 178507335, compound

HRID 2186099Notes

Reaction equation

HRID 2186099 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[NH:4][C:5]2[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:6]=2[N:7]=1.[Br:15]Br>CC(O)=O>[F:14][C:2]([F:1])([F:13])[C:3]1[NH:4][C:5]2[C:11]([Br:15])=[C:10]([NH2:12])[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 193455-Amino-2-(trifluoromethyl)benzimidazoleHCID 24408Bromine

Product 1

HCID 178507335HCID 178507335, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3.2 g (16 mmol) of 2-trifluoromethyl-5-aminobenzimidazole in 50 ml of AcOH was added 0.34 ml (6.6 mmol) of Br2 dropwise and resulting reaction mixture was stirred for 1 h at 25° C. The reaction mixture was concentrated in vacuo and purified on silica gel column chromatography (10% MeOH/CHCl3) to yield 1.7 g (6.2 mmol, 94%) of the desired product.

Workup

  1. customresulting
  2. customreaction mixture
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. custompurified on silica gel column chromatography (10% MeOH/CHCl3)

Sources & evidence

ORD record
ord-878aadefc6794defb457f74966612532
Source dataset
uspto-grants-2002_06
Patent number
US06403626B1

Reaction notes

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