Thionyl Chloride → HCID 22349303, compound

HRID 896330Notes

Reaction equation

HRID 896330 reaction equation
[Br:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:7]([CH2:9]O)=[N:8][C:4]=2[CH:3]=1.S(Cl)([Cl:20])=O>C(Cl)Cl>[Br:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[C:7]([CH2:9][Cl:20])=[N:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22349373[5-bromo-1-(3-methyl-butyl)-1H-benzoimidazol-2-yl]-methanol

Product 1

HCID 22349303HCID 22349303, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [5-bromo-1-(3-methyl-butyl)-1H-benzoimidazol-2-yl]-methanol (1.32 g, 4.44 mmol) in DCM (20 mL) was added thionyl chloride (1.06 g, 8.88 mL) at 0° C. The final solution was stirred at 0° C. for 1 h. The solvent was evaporated and the residue triturated with EtOAc and filtered to give 1.42 g (91%) of 5-bromo-2 chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole as a white solid.

Workup

  1. customThe solvent was evaporated
  2. customthe residue triturated with EtOAc
  3. filtrationfiltered

Sources & evidence

ORD record
ord-5dda42a8e5f348f6b19cc564576d0a06
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

Loading…