Cesium carbonate → HCID 22350065, compound

HRID 896665Notes

Reaction equation

HRID 896665 reaction equation
[SH:1][C:2]1[N:3]([CH3:7])[CH:4]=[CH:5][N:6]=1.[CH3:8][S:9]([C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Cl)=[CH:14][CH:13]=1)(=[O:11])=[O:10].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.O.C(OCC)(=O)C>[CH3:8][S:9]([C:12]1[CH:19]=[CH:18][C:15]([CH2:16][S:1][C:2]2[N:3]([CH3:7])[CH:4]=[CH:5][N:6]=2)=[CH:14][CH:13]=1)(=[O:10])=[O:11]

Participants

7

Reactant 3

HCID 10796Cesium carbonateHCID 1235301-(Chloromethyl)-4-methanesulfonylbenzeneHCID 178480602HCID 178480602, compound

Product 1

HCID 22350065HCID 22350065, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-mercapto-N-methylimidazole (570 mg, 4.9 mmol) and 4-methanesulfonylbenzyl chloride (1 g, 4,9 mmol) in DMF (10 mL) at 21° C. was added cesium carbonate (0.8 g, 2.5 mmol). After 18 h, the reaction mixture was diluted with water and ethyl acetate. The organic extracts were washed (H2O), (brine), dried (MgSO4), filtered and concentrated to provide the 2-(4-methanesulfonyl-benzylsulfanyl)-1-methyl-1H-imidazole compound as a white solid.

Workup

  1. washThe organic extracts were washed (H2O), (brine),
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7a9bee092d064532a957cff1b336852d
Source dataset
uspto-grants-2005_07
Patent number
US06919353B2

Reaction notes

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