Bromine → HCID 178419746, compound

HRID 280759Notes

Reaction equation

HRID 280759 reaction equation
[OH:1][CH2:2][C:3]1[NH:4][CH:5]=[C:6]([C:8](=[O:10])[CH3:9])[N:7]=1.[Br:11]Br>Br>[BrH:11].[OH:1][CH2:2][C:3]1[NH:4][CH:5]=[C:6]([C:8](=[O:10])[CH2:9][Br:11])[N:7]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 178467224HCID 178467224, compound

Product 1

HCID 178419746HCID 178419746, compoundYield 112.8%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

1.826 g (0.013 mol) of 2-hydroxymethyl-4- acetylimidazole was dissolved in 40 ml of 48% hydrobromic acid and 2.1 g (0.013 mol) of bromine was added. The reaction was warmed at 80° for 2 hours and then concentrated in vacuo to a solid. This material was triturated with isopropylether and the resultant solid was collected by filtration and was washed with ether and dried to give 2.2 g (56%) of 2-hydroxymethyl-4-bromoacetylimidazole hydrobromide, mp 183° with decomposition. nmr (DMSO-d6) (δ): 8.8 (s, 1H); 4.8 (s, 2×2H).

Workup

  1. temperatureThe reaction was warmed at 80° for 2 hours
  2. concentrationconcentrated in vacuo to a solid
  3. customThis material was triturated with isopropylether
  4. filtrationthe resultant solid was collected by filtration
  5. washwas washed with ether
  6. customdried

Sources & evidence

ORD record
ord-050582682a8e46d2bca5ac4713a364eb
Source dataset
uspto-grants-1986_05
Patent number
US04590299

Reaction notes

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