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 1401377Notes

Reaction equation

HRID 1401377 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-2f92614c258f42918c4dd859a23d69e9
Source dataset
uspto-grants-2014_12
Patent number
US08907105B1

Reaction notes

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