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

HRID 1399393Notes

Reaction equation

HRID 1399393 reaction equation
[I-].[CH3:2][N+:3]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][N:5]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[N:4]=1.[F:20][C:21]([F:34])([F:33])[S:22]([N-:25][S:26]([C:29]([F:32])([F:31])[F:30])(=[O:28])=[O:27])(=[O:24])=[O:23].[Li+]>C(#N)C>[F:32][C:29]([F:30])([F:31])[S:26]([N-:25][S:22]([C:21]([F:20])([F:33])[F:34])(=[O:23])=[O:24])(=[O:27])=[O:28].[CH3:2][N+:3]1[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][N:5]([C:14]2[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=2)[N:4]=1

Participants

4

Reactant 2

HCID 3816071Lithium bis((trifluoromethyl)sulfonyl)azanideHCID 1177228313-methyl-4-phenyl-1-(pyridin-4-yl)-1H-1,2,3-triazol-3-ium iodide

Product 1

HCID 1317321193-methyl-4-phenyl-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-phenyl-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-phenyl-1-(pyridin-4-yl)-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-55d27b3e7f5a425aa14906edab46cba6
Source dataset
uspto-grants-2014_12
Patent number
US08906135B1

Reaction notes

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