Hydrogen Bromide → HCID 20288059, compound

HRID 126851Notes

Reaction equation

HRID 126851 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[CH:13][C:5]2[N:6]([CH2:10][CH2:11]O)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.[BrH:16]>O>[Br:16][CH2:11][CH2:10][N:6]1[C:5]2[CH:13]=[C:14]([Cl:15])[C:2]([Cl:1])=[CH:3][C:4]=2[NH:8][C:7]1=[O:9]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20288020HCID 20288020, compound

Product 1

HCID 20288059HCID 20288059, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 55 parts of 5,6-dichloro-1,3-dihydro-1-(2-hydroxyethyl)-2-H-benzimidazol-2-one and 450 parts of a hydrobromic acid solution 48% in water is stirred and refluxed for 4 hours. The reaction mixture is poured onto ice-water and stirred to room temperature. The precipitated product is filtered off, stirred in water, filtered off again and dried, yielding 55.5 parts (87%) of 1-(2-bromoethyl)-5,6-dichloro-1,3-dihydro-2H-benzimidazol-2-one.

Workup

  1. temperaturerefluxed for 4 hours
  2. additionThe reaction mixture is poured onto ice-water
  3. stirringstirred to room temperature
  4. filtrationThe precipitated product is filtered off
  5. stirringstirred in water
  6. filtrationfiltered off again
  7. customdried

Sources & evidence

ORD record
ord-fa0396a88c5f4e43a6d58e6ecd666ad0
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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