Methyl triflate → 3-methyl-1-(N-methyl-N-phenylsulfamoyl)-1H-imidazol-3-ium trifluoromethanesulfonate

HRID 1403721Notes

Reaction equation

[CH3:1][N:2]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[S:3]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)(=[O:5])=[O:4].[O:17](C)[S:18]([C:21]([F:24])([F:23])[F:22])(=[O:20])=[O:19]>C(Cl)Cl>[F:22][C:21]([F:24])([F:23])[S:18]([O-:20])(=[O:19])=[O:17].[CH3:21][N+:8]1[CH:9]=[CH:10][N:6]([S:3](=[O:4])(=[O:5])[N:2]([CH3:1])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:7]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of N-methyl-N-phenyl-1H-imidazole-1-sulfonamide (700 mg, 2.95 mmol) in dry DCM (5 mL) was added methyl triflate (725 mg, 4.4 mmol) under nitrogen at 0° C. The mixture was stirred at 0° C. for 3 h and at a temperature below 10° C. for 12 h. After the solvent was removed, the residue was used in next step without further purification. LCMS (ESI): m/z 237.9 [M+H+].

Workup

customAfter the solvent was removed
customthe residue was used in next step without further purification

Sources & evidence

ORD record: ord-8946eaa0ba8b4a59aa94e5f3980e93ec
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912219B2

Reaction notes

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