Bromine → HCID 178437480, compound

HRID 2186093Notes

Reaction equation

HRID 2186093 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]2[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:6]=2[N:7]=1)[CH3:2].[Br:13]Br>CC(O)=O>[CH2:1]([C:3]1[NH:4][C:5]2[C:11]([Br:13])=[C:10]([NH2:12])[CH:9]=[CH:8][C:6]=2[N:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 30943722-Ethyl-3H-benzoimidazol-5-ylamine

Product 1

HCID 178437480HCID 178437480, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 1.3 g (7.7 mmol) of 2-ethyl-5-aminobenzimidazole in 50 ml of AcOH was added 0.40 ml of Br2 (7.5 mmol) 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 (20% isopropanol/EtOAC) to yield 1.5 g (6.3 mmol, 82%) 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 (20% isopropanol/EtOAC)

Sources & evidence

ORD record
ord-99ea2f00e7cf435c9ccad277859476ed
Source dataset
uspto-grants-2002_06
Patent number
US06403626B1

Reaction notes

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