Benzimidazole → HCID 86589916, compound

HRID 478943Notes

Reaction equation

HRID 478943 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

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 0C. 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-abece778004b415ba95706cd26b1d5ee
Source dataset
uspto-grants-2003_11
Patent number
US06642373B2

Reaction notes

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