Imidazole → 1H-imidazol-3-ium hexafluorophosphate

HRID 650686Notes

Reaction equation

HRID 650686 reaction equation
[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[H+].[NH:9]1[CH:13]=[CH:12][N:11]=[CH:10]1.N1C2C=CC=CC=2NC=1>CCOCC>[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[NH+:9]1[CH:13]=[CH:12][NH:11][CH:10]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 5798BenzimidazoleHCID 16211447Hexafluorophosphoric acid2×

Product 1

HCID 1317228321H-imidazol-3-ium hexafluorophosphate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

Hexafluorophosphoric acid (65% in water) is purchased from Fluka and evaporated with pyridine three times to concentrate. A solution of imidazole or benzimidazole (20 mmol) in ether (100 mL) is treated with 20 mmol of evaporated hexafluorophosphoric acid under stirring and at 0° C. After mixing the solution is evaporated and the slurry is treated with anhydrous ether. The salt is isolated by filtration, followed by washing with ether and drying in vacuo.

Workup

  1. customevaporated with pyridine three times
  2. concentrationto concentrate
  3. additionAfter mixing the solution
  4. customis evaporated
  5. additionthe slurry is treated with anhydrous ether
  6. customThe salt is isolated by filtration
  7. washby washing with ether
  8. customdrying in vacuo

Sources & evidence

ORD record
ord-123cffabaf554187b6d7a1d65b7601d6
Source dataset
uspto-grants-2001_08
Patent number
US06274725B1

Reaction notes

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