Anisole → HCID 22420677, compound

HRID 2081165Notes

Reaction equation

HRID 2081165 reaction equation
Br[CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.C1(OC)C=CC=CC=1.[Cl:20][C:21]1[C:33]([Cl:34])=[CH:32][C:24]2[N:25]([CH:29]([CH3:31])[CH3:30])[C:26]([CH3:28])=[N:27][C:23]=2[CH:22]=1>CC(C)=O>[Cl:34][C:33]1[C:21]([Cl:20])=[CH:22][C:23]2[N:27]3[C:26]([CH3:28])=[C:3]([C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:2]=[C:11]3[N:25]([CH:29]([CH3:30])[CH3:31])[C:24]=2[CH:32]=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

α-Bromopropiophenone (1.52 ml) and 1 ml of anisole were added to 2.57 grams of 5,6-dichloro-1-isopropyl-2-methylbenzimidazole and, after heating for 2 hours on a steam bath, 50 ml of acetone was added. The crystals which were produced were recovered by filtration, 40 ml of a 2% aqueous sodium carbonate solution was added and the mixture was heated for 80 minutes on a steam bath. After cooling, the crystals which had been formed were recovered by crystallization, washed with water and 6,7-dichloro-4-isopropyl-1-methyl-2-phenylpyrrolo(1,2-a)benzimidazole was obtained.

Workup

  1. temperatureafter heating for 2 hours on a steam bath
  2. customThe crystals which were produced
  3. filtrationwere recovered by filtration, 40 ml of a 2% aqueous sodium carbonate solution
  4. additionwas added
  5. temperaturethe mixture was heated for 80 minutes on a steam bath
  6. temperatureAfter cooling
  7. customthe crystals which had been formed
  8. customwere recovered by crystallization
  9. washwashed with water

Sources & evidence

ORD record
ord-e168e56388424d749edff4638495220c
Source dataset
uspto-grants-1993_02
Patent number
US05183733

Reaction notes

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