Phenacyl bromide → 2-(2-Hydroxyethylamino)-1-phenacylbenzimidazole dihydrobromide

HRID 54689Notes

Reaction equation

HRID 54689 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.[CH2:14]([Br:23])[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16]>CC(O)C>[BrH:23].[BrH:23].[OH:1][CH2:2][CH2:3][NH:4][C:5]1[N:6]([CH2:14][C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:16])[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

Participants

4

Reactant 2

HCID 6259Phenacyl bromideHCID 5838672-((1H-1,3-benzodiazol-2-yl)amino)ethan-1-ol

Product 1

HCID 190408002-(2-Hydroxyethylamino)-1-phenacylbenzimidazole dihydrobromideYield 89%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Heat at reflux for three hours 8.95 g (50 mmol) of 2-(2-hydroxyethylamino)benzimidazole and 10 g of phenacyl bromide in 100 ml of 2-propanol. Allow to cool. Suction-filter the resulting precipitate and wash with acetone. The title compound is obtained.

Workup

  1. temperatureHeat
  2. temperatureto cool
  3. filtrationSuction-filter the resulting precipitate
  4. washwash with acetone

Sources & evidence

ORD record
ord-6a76d4a93fea4c46b3f99c791933bc4f
Source dataset
uspto-grants-1997_04
Patent number
US05623073

Reaction notes

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