Lithium bis((trifluoromethyl)sulfonyl)azanide → HCID 178481975, compound

HRID 1401382Notes

Reaction equation

HRID 1401382 reaction equation
[I-].[CH3:2][N+:3]1[C:7]([CH2:8][Si:9]([CH3:12])([CH3:11])[CH3:10])=[CH:6][N:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:4]=1.[F:19][C:20]([F:33])([F:32])[S:21]([N-:24][S:25]([C:28]([F:31])([F:30])[F:29])(=[O:27])=[O:26])(=[O:23])=[O:22].[Li+]>C(#N)C>[F:31][C:28]([F:29])([F:30])[S:25]([N-:24][S:21]([C:20]([F:19])([F:32])[F:33])(=[O:22])=[O:23])(=[O:26])=[O:27].[CH3:2][N+:3]1[C:7]([CH2:8][Si:9]([CH3:12])([CH3:10])[CH3:11])=[CH:6][N:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:4]=1

Participants

4

Reactant 2

HCID 3816071Lithium bis((trifluoromethyl)sulfonyl)azanideHCID 178481974HCID 178481974, compound

Product 1

HCID 178481975HCID 178481975, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-methyl-1-phenyl-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-phenyl-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-c8fbd6c3cbb84c11b3ff33234d7d9b63
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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