Methyl iodide → HCID 19771082, compound

HRID 1589871Notes

Reaction equation

HRID 1589871 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:19])=[C:6]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=3[NH:10][C:9]2=[O:18])[CH:7]=1.[C:20](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:19])=[C:6]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:11]=3[N:10]([CH3:20])[C:9]2=[O:18])[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 19771138HCID 19771138, compound

Product 1

HCID 19771082HCID 19771082, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1,3-dihydro-1-(5-chloro-2-hydroxyphenyl)-5-fluoro-2H-benzimidazol-2-one (300 mg, 1.1 mmol), anhydrous potassium carbonate (415 mg) and Iodomethane (68 μl) in 10 ml absolute acetone was refluxed for 5 hours. The mixture was filtered, concentrated in vacuo and the crude product was subjected to column chromatography using methylene chloride:acetone (20:1) as eluent. The fraction containing the product was concentrated in vacuo and the title compound was obtained as white crystals, M.p. 247°-250° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. additionThe fraction containing the product
  5. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-1430a658eb4b452094aa18e629459c34
Source dataset
uspto-grants-1993_04
Patent number
US05200422

Reaction notes

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