Ammonia → 1-Methyl-4-bromo-5-aminobenzimidazole

HRID 2299124Notes

Reaction equation

HRID 2299124 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([NH2:11])=[CH:10][C:5]=2[N:4]=[CH:3]1.[Br:12]Br.N>CC(O)=O>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([NH2:11])=[C:10]([Br:12])[C:5]=2[N:4]=[CH:3]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24408BromineHCID 3154991-methyl-1H-1,3-benzodiazol-5-amine

Product 1

HCID 129684511-Methyl-4-bromo-5-aminobenzimidazoleYield 50%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 1-methyl-5-aminobenzimidazole (0.36 g, 2.4 mmol) in 10 ml of AcOH was added Br2 (0.12 ml). The reaction mixture was stirred for 1 h at 25° C. and concentrated in vacuo, yielding an oil which was subjected to column chromatography (NH3 sat'd 3% MeOH/CHCl3) to yield 0.27 g (1.2 mmol, 50%) of the desired product.

Workup

  1. concentrationconcentrated in vacuo
  2. customyielding an oil which

Sources & evidence

ORD record
ord-a288a52b915243de934e6800194c53e5
Source dataset
uspto-grants-2002_12
Patent number
US06495583B1

Reaction notes

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