Bromine → HCID 178439939, compound

HRID 429568

Reaction equation

HRID 429568 reaction equation
[CH:1]([C:4]1[NH:5][C:6]2[CH:12]=[C:11]([NH2:13])[CH:10]=[CH:9][C:7]=2[N:8]=1)([CH3:3])[CH3:2].[Br:14]Br>CC(O)=O>[CH:1]([C:4]1[NH:5][C:6]2[C:12]([Br:14])=[C:11]([NH2:13])[CH:10]=[CH:9][C:7]=2[N:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24408BromineHCID 8207492-Isopropyl-1H-benzo[d]imidazol-5-amine

Product 1

HCID 178439939HCID 178439939, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 0.95 g (5.4 mmol) of 2-isopropyl-5-aminobenzimidazole in 50 ml of AcOH was added 0.19 ml (3.7 mmol) of Br2 dropwise and resulting reaction mixture was stirred for 1 h at 25° C. Reaction mixture was concentrated in vacuc and purified on silica gel column chromatography (5% MeOH/EtOAC) to yield 0.89 g (3.5 mmol, 95%) of the desired product.

Workup

  1. customresulting
  2. customreaction mixture
  3. customReaction mixture
  4. concentrationwas concentrated in vacuc
  5. custompurified on silica gel column chromatography (5% MeOH/EtOAC)

Sources & evidence

ORD record
ord-20e9df3ce9f64331b10752d79890c388
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Linked notes

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