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

HRID 862394Notes

Reaction equation

HRID 862394 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-18465dd35bd2460c86fd3d014aec29ee
Source dataset
uspto-grants-1998_02
Patent number
US05719140

Reaction notes

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