Lithium bis((trifluoromethyl)sulfonyl)azanide → 3-methyl-4-propyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium bis((trifluoromethyl)sulfonyl)amide

HRID 1399396Notes

Reaction equation

HRID 1399396 reaction equation
[I-].[CH3:2][N+:3]1[C:7]([CH2:8][CH2:9][CH3:10])=[CH:6][N:5]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[N:4]=1.[F:17][C:18]([F:31])([F:30])[S:19]([N-:22][S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24])(=[O:21])=[O:20].[Li+]>C(#N)C>[F:29][C:26]([F:27])([F:28])[S:23]([N-:22][S:19]([C:18]([F:17])([F:30])[F:31])(=[O:20])=[O:21])(=[O:24])=[O:25].[CH3:2][N+:3]1[C:7]([CH2:8][CH2:9][CH3:10])=[CH:6][N:5]([C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)[N:4]=1

Participants

4

Reactant 2

HCID 3816071Lithium bis((trifluoromethyl)sulfonyl)azanideHCID 178439551HCID 178439551, compound

Product 1

HCID 1784395523-methyl-4-propyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-methyl-4-propyl-1-(pyridin-4-yl)-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-4-propyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium bis((trifluoromethyl)sulfonyl)amide.

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-e8b96ee25b9d4eddb1e07c19e62007d1
Source dataset
uspto-grants-2014_12
Patent number
US08906135B1

Reaction notes

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