Lithium bis((trifluoromethyl)sulfonyl)azanide → HCID 178456314, compound

HRID 1401388Notes

Reaction equation

HRID 1401388 reaction equation
[I-].[CH3:2][N+:3]1[C:7]([CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10])=[CH:6][N:5]([CH2:13][CH2:14][CH3:15])[N:4]=1.[F:16][C:17]([F:30])([F:29])[S:18]([N-:21][S:22]([C:25]([F:28])([F:27])[F:26])(=[O:24])=[O:23])(=[O:20])=[O:19].[Li+]>C(#N)C>[F:28][C:25]([F:26])([F:27])[S:22]([N-:21][S:18]([C:17]([F:16])([F:29])[F:30])(=[O:19])=[O:20])(=[O:23])=[O:24].[CH3:2][N+:3]1[C:7]([CH2:8][Si:9]([CH3:11])([CH3:10])[CH3:12])=[CH:6][N:5]([CH2:13][CH2:14][CH3:15])[N:4]=1

Participants

4

Reactant 2

HCID 3816071Lithium bis((trifluoromethyl)sulfonyl)azanideHCID 178456313HCID 178456313, compound

Product 1

HCID 178456314HCID 178456314, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-methyl-1-propyl-4-((trimethylsilyl)methyl)-1H-1,2,3-triazol-3-ium iodide and lithium bis((trifluoromethyl)sulfonyl)amide were mixed in acetonitrile and stirred overnight. The acetonitrile was removed under vacuum and water and DCM added. The organic layer was washed three times with water and brine and dried in vacuum at 110° C. for 48 hours, yielding 3-methyl-1-propyl-4-((trimethylsilyl)methyl)-1H-1,2,3-triazol-3-ium bis((trifluoromethyl)sulfonyl)amide. The following structure was confirmed:

Workup

  1. customThe acetonitrile was removed under vacuum and water and DCM
  2. additionadded
  3. washThe organic layer was washed three times with water and brine
  4. customdried in vacuum at 110° C. for 48 hours

Sources & evidence

ORD record
ord-1d28c908807e45d5ab3b90952fa89266
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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