Benzimidazole → HCID 86589916, compound

HRID 650684Notes

Reaction equation

HRID 650684 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1.[F:10][B-:11]([F:14])([F:13])[F:12].[H+]>ClCCl.C(OCC)C>[F:10][B-:11]([F:14])([F:13])[F:12].[NH+:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][CH:2]=1

Participants

5

Reactant 2

HCID 5798BenzimidazoleHCID 28118Tetrafluoroboric acid2×

Product 1

HCID 86589916HCID 86589916, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of benzimidazole (10 g, 84.6 mmol) in dichloromethane (30 mL) is added dropwise tetrafluoroboric acid as its etherate (85%, HBF4 by volume, Aldrich Chemicals Co.) with stirring at 0° C. The reaction mixture is diluted with diethylether (100 mL) to precipitate the title compound. The title compound is filtered, washed with ether and recrystallized from ether.

Workup

  1. customto precipitate the title compound
  2. filtrationThe title compound is filtered
  3. washwashed with ether
  4. customrecrystallized from ether

Sources & evidence

ORD record
ord-3e93a1834e8f4cf584ec987d938fee3b
Source dataset
uspto-grants-2001_08
Patent number
US06274725B1

Reaction notes

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