Methane → HCID 178462731, compound

HRID 2357696Notes

Reaction equation

HRID 2357696 reaction equation
[Cl-].[CH2:2]([N+:4]1[CH:8]=[CH:7][N:6]([CH3:9])[CH:5]=1)[CH3:3].C.[F:11][C:12]([F:25])([F:24])[S:13]([N-:16][S:17]([C:20]([F:23])([F:22])[F:21])(=[O:19])=[O:18])(=[O:15])=[O:14].[Li+]>O>[F:23][C:20]([F:21])([F:22])[S:17]([N-:16][S:13]([C:12]([F:11])([F:24])[F:25])(=[O:14])=[O:15])(=[O:18])=[O:19].[CH2:2]([N+:4]1[CH:8]=[CH:7][N:6]([CH3:9])[CH:5]=1)[CH3:3]

Participants

5

Conditions

Temperature
65 °C

Procedure

Yellow 1-ethyl-3-methylimidazolium chloride (Aldrich) (50 g) was dissolved in deionized water (250 mL). Decolorizing charcoal (3 g) was added to the solution and the resulting mixture heated at 65° C. for 24 hours. The solution was cooled to room temperature and filtered. To the yellow filtrate was added decolorizing charcoal (3 g) and the solution was then heated for a further 24 hours at 65° C. The solution was allowed to cool to room temperature and then filtered to give a colorless solution. This solution was poured into a solution of lithium bis(trifluoromethanesulfonyl)amide (115 g) in 200 mL of deionized water. The solution was then stirred at room temperature for 3 hrs after which two layers had formed. The bottom layer was separated and washed three times with deionized water (100 mL). The layer was then heated at 65° C. under vacuum for 48 hrs and then filtered through activated alumina to give 1-ethyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide as a colorless clean dry material in 87% yield.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. filtrationfiltered
  3. additionTo the yellow filtrate was added
  4. temperaturethe solution was then heated for a further 24 hours at 65° C
  5. temperatureto cool to room temperature
  6. filtrationfiltered
  7. customto give a colorless solution
  8. customhad formed
  9. customThe bottom layer was separated
  10. washwashed three times with deionized water (100 mL)
  11. temperatureThe layer was then heated at 65° C. under vacuum for 48 hrs
  12. filtrationfiltered through activated alumina

Sources & evidence

ORD record
ord-d791c06bcbb740e2be499f2c45814870
Source dataset
uspto-grants-2010_07
Patent number
US07763186B2

Reaction notes

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