Hydrochloric Acid → 2-Bromo-4-nitro-1H-imidazole

HRID 2221385Notes

Reaction equation

HRID 2221385 reaction equation
[Br:1][C:2]1[N:3](COC)[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.Cl>CO>[Br:1][C:2]1[NH:3][CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

Participants

4

Procedure

Solution of 2-bromo-1-methoxymethyl-4-nitroimidazole (11.17 g), methanol (10 ml) and 5N hydrochloric acid (60 ml) was stirred under refluxing condition for 2.5 hours. After being let to stand the reaction mixture at a room temperature for 24 hours, the mixture was stirred for 1 hour under ice-cooling condition, the precipitated crystals were collected by filtration, and dried at 50° C. under a reduced pressure for 24 hours, there was obtained 2-bromo-4-nitroimidazole (6.0 g, yield: 66.0%) of white powdery product.

Workup

  1. temperatureunder refluxing condition for 2.5 hours
  2. customat a room temperature
  3. customfor 24 hours
  4. temperaturecooling condition
  5. filtrationthe precipitated crystals were collected by filtration
  6. customdried at 50° C. under a reduced pressure for 24 hours

Sources & evidence

ORD record
ord-9e46937962f44f2ea061a952dc1d547d
Source dataset
uspto-grants-2008_05
Patent number
US07368579B2

Reaction notes

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