Bromine → HCID 178507333, compound

HRID 429574Notes

Reaction equation

HRID 429574 reaction equation
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[NH:9][C:10]3[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:24]Br>CC(O)=O>[C:18]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]2[NH:9][C:10]3[C:16]([Br:24])=[C:15]([NH2:17])[CH:14]=[CH:13][C:11]=3[N:12]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 18379842HCID 18379842, compound

Product 1

HCID 178507333HCID 178507333, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 1.1 g (3.7 mmol) of 2-diphenylmethyl-5-aminobenzimidazole in 50 ml of AcOH was added 0.07 ml (1.3 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 (5% MeOH/EtOAC) to yield 0.42 g (1.1 mmol, 86%) 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 (5% MeOH/EtOAC)

Sources & evidence

ORD record
ord-740b9e26ce6442d1a17b8887f070d033
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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