Phosphorus tribromide → 2-(Bromomethyl)-1-methyl-1H-benzimidazole hydrobromide

HRID 576993

Reaction equation

HRID 576993 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:11]O.P(Br)(Br)[Br:14]>ClCCl>[BrH:14].[Br:14][CH2:11][C:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 344177(1-methyl-1H-1,3-benzodiazol-2-yl)methanol

Product 1

HCID 242294512-(Bromomethyl)-1-methyl-1H-benzimidazole hydrobromide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1-methyl-1H-benzimidazol-2-yl)methanol (1.1 g, 6.8 mmol) in anhydrous dichloromethane (60 mL) was added dropwise phosphorus tribromide (1.3 mL, 14.0 mmol). The mixture was stirred at room temperature overnight. Dichloromethane was evaporated. The residue was dried in vacuo, affording 2-(bromomethyl)-1-methyl-1H-benzimidazole hydrobromide. The product was used without further purification.

Workup

  1. customDichloromethane was evaporated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-57f3301b836a4bb08298525512a33331
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Linked notes

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