Anisole → HCID 22420677, compound

HRID 1197673Notes

Reaction equation

HRID 1197673 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[CH:13][C:5]2[N:6]([CH:10]([CH3:12])[CH3:11])[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1.Br[CH:17]([CH3:26])[C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O.C1(OC)C=CC=CC=1>CC(C)=O>[Cl:15][C:14]1[C:2]([Cl:1])=[CH:3][C:4]2[N:8]3[C:7]([CH3:9])=[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:17]=[C:26]3[N:6]([CH:10]([CH3:11])[CH3:12])[C:5]=2[CH:13]=1

Participants

5

Reactant 3

HCID 7519AnisoleHCID 164522-BromopropiophenoneHCID 22420687HCID 22420687, compound

Product 1

HCID 22420677HCID 22420677, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 2.57 g of 5,6-dichloro-1-isopropyl-2-methylbenzimidazole were added 1.52 ml of α-bromopropiophenone and 1 ml of anisole, and the mixture was heated for 2 hours on a steam bath. Then, to the mixture was added 50 ml of acetone. A produced crystals were separated from the mixture through filtration, then to the crystals were added 40 ml of 2% aqueous solution of sodium carbonate, and the resulting mixture was heated for 80 minutes on a steam bath. After the mixture was allowed to stand for cooling, produced crystals were separated from through filtration. The crystals were then washed with water to obtain 6,7-dichloro-4-isopropyl-1-methyl-2-phenylpyrrolo[1,2-a]benzimidazole.

Workup

  1. temperaturethe mixture was heated for 2 hours on a steam bath
  2. customA produced crystals were separated from the mixture through filtration
  3. additionto the crystals were added 40 ml of 2% aqueous solution of sodium carbonate
  4. temperaturethe resulting mixture was heated for 80 minutes on a steam bath
  5. temperaturefor cooling
  6. customproduced crystals
  7. customwere separated from through filtration
  8. washThe crystals were then washed with water

Sources & evidence

ORD record
ord-f1d0d520d0f04565abf7d5bf96153e8b
Source dataset
uspto-grants-1994_01
Patent number
US05276163

Reaction notes

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