Phosphorus oxychloride → HCID 68581147, compound

HRID 2235550Notes

Reaction equation

HRID 2235550 reaction equation
[Br:1][C:2]1[C:10]2[NH:9][C:8](=O)[N:7]([CH3:12])[C:6]=2[C:5]([N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:22])=O>>[Br:1][C:2]1[C:10]2[N:9]=[C:8]([Cl:22])[N:7]([CH3:12])[C:6]=2[C:5]([N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 68581072HCID 68581072, compound

Product 1

HCID 68581147HCID 68581147, compoundYield 99.1%

Procedure

A mixture of 4-bromo-7-dipropylamino-1-methyl-1,3-dihydro-2H-benzimidazol-2-one (210 mg, 0.644 mmol) and phosphorus oxychloride (3.0, 32 mol) was refluxed for 18 h with stirring and concentrated to dryness under vacuum. The residue was diluted with water. The aqueous solution was extracted with dichloromethane. The extract was washed with water, dried over magnesium sulfate and concentrated under vacuum to afford 220 mg (99%) of the title compound. The residue was used for the next reaction without further purification.

Workup

  1. temperaturewas refluxed for 18 h
  2. concentrationconcentrated to dryness under vacuum
  3. additionThe residue was diluted with water
  4. extractionThe aqueous solution was extracted with dichloromethane
  5. washThe extract was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-127f6459154f41438046e3739cbff14e
Source dataset
uspto-grants-2010_05
Patent number
US07714009B2

Reaction notes

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