Potassium Carbonate → 1-[(Benzyloxy)methyl]-2,4,5-tribromoimidazole

HRID 1608667Notes

Reaction equation

HRID 1608667 reaction equation
[Br:1][C:2]1[NH:6][C:5]([Br:7])=[N:4][C:3]=1[Br:8].C([O-])([O-])=O.[K+].[K+].Cl[CH2:16][O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[CH2:18]([O:17][CH2:16][N:4]1[C:3]([Br:8])=[C:2]([Br:1])[N:6]=[C:5]1[Br:7])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 162532,4,5-TribromoimidazoleHCID 137983Benzyl chloromethyl ether

Product 1

HCID 111019711-[(Benzyloxy)methyl]-2,4,5-tribromoimidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Tribromoimidazole (2.0 g, 6.6 mmol) in 25 mL of DMF solution was treated with powdered K2CO3 (12.7 g, 91.6 mmol). To the vigorously stirring suspension was added dropwise benzyl chloromethyl ether (1.4 g, 9.2 mmol). After 18 hours, the reaction mixture was filtered. The filtrate was concentrated in vacuo. The residue was chromatographed as described previously. The product was used immediately in Example 39.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customThe residue was chromatographed

Sources & evidence

ORD record
ord-54616f6280b143efb404cbf2998a87ea
Source dataset
uspto-grants-1995_03
Patent number
US05395932

Reaction notes

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