Anisole → HCID 178503584, compound

HRID 359922Notes

Reaction equation

HRID 359922 reaction equation
[CH3:1][S:2][C:3]1[N:4]=[C:5]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=[C:6]2[N:7]=1.[C:13]1(OC)C=CC=CC=1.[F:21][C:22]([F:29])([F:28])[S:23]([O:26]C)(=[O:25])=[O:24]>C(OCC)(=O)C>[F:21][C:22]([F:29])([F:28])[S:23]([O-:26])(=[O:25])=[O:24].[CH3:13][N:7]1[C:6]2=[CH:8][CH:9]=[CH:10][CH:11]=[CH:12][C:5]2=[NH+:4][CH:3]1[S:2][CH3:1]

Participants

5

Reactant 3

HCID 7519AnisoleHCID 9526Methyl triflateHCID 151230382-Methylthiocycloheptimidazole

Product 1

HCID 178503584HCID 178503584, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

25 g of 2-methylthiocycloheptimidazole was added to 100 ml of anisole and stirred under cooling with ice. Next, 28 g of methyl trifluoromethanesulfonate was dropwise added and stirred under cooling with ice. Further, everything was stirred for 2 hours and 30 minutes at room temperature, and then, 200 ml of ethyl acetate was added, and the crystals precipitated were separated by filtration and dried. 39.7 g of a colorless crystals was obtained.

Workup

  1. temperatureunder cooling with ice
  2. stirringstirred
  3. temperatureunder cooling with ice
  4. stirringFurther, everything was stirred for 2 hours and 30 minutes at room temperature
  5. customthe crystals precipitated
  6. customwere separated by filtration
  7. customdried

Sources & evidence

ORD record
ord-63b0ed357afb4321b72f95a7163c7bdd
Source dataset
uspto-grants-1991_03
Patent number
US05003077

Reaction notes

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