Bromine → HCID 178441504, compound

HRID 2299148Notes

Reaction equation

HRID 2299148 reaction equation
[C:1]([C:5]1[NH:6][C:7]2[CH:13]=[C:12]([NH2:14])[CH:11]=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[Br:15]Br>CC(O)=O>[C:1]([C:5]1[NH:6][C:7]2[C:13]([Br:15])=[C:12]([NH2:14])[CH:11]=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 21134482-tert-butyl-1H-benzimidazol-5-amine

Product 1

HCID 178441504HCID 178441504, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 0.53 g (2.8 mmol) of 2-tert-butyl-5-aminobenzimidazole in 50 ml of AcOH was added 0.05 ml (1.0 mmol) of Br2 dropwise and resulting reaction mixture was stirred for 1 h at 25° C. Reaction mixture was concentrated in vacuo and purified on silica gel column chromatography (CHCl3, neat) to yield 0.18 g (0.67 mmol, 67%) of the desired product.

Workup

  1. customresulting
  2. customreaction mixture
  3. customReaction mixture
  4. concentrationwas concentrated in vacuo
  5. custompurified on silica gel column chromatography (CHCl3, neat)

Sources & evidence

ORD record
ord-aa2b9d74da20402a963785d335c2a5e6
Source dataset
uspto-grants-2002_12
Patent number
US06495583B1

Reaction notes

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