Bromine → 5-Bromo-6-chloropyrimidine-2,4-diol

HRID 271422

Reaction equation

HRID 271422 reaction equation
[Cl:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[CH:3]=1.[Br:10]Br>O>[Br:10][C:3]1[C:4](=[O:9])[NH:5][C:6](=[O:8])[NH:7][C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 24408BromineHCID 732726-Chlorouracil

Product 1

HCID 5898345-Bromo-6-chloropyrimidine-2,4-diolYield 61.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirring and refluxing solution of 6-chloropyrimidine-2,4(1H,3H)-dione (10.0 g, 68.25 mmol) in water (100 mL) was added bromine (4 mL, 79.84 mmol)) over 10 min. The colorless precipitate that formed was collected by filtration, washed with water (50 mL×2), and dried in a vacuum oven at 50° C. overnight, to obtain 9.4 g of the title compound as a white solid. HPLC/MS: retention time=1.05 min, [M+H]30 =225.

Workup

  1. customThe colorless precipitate that formed
  2. filtrationwas collected by filtration
  3. washwashed with water (50 mL×2)
  4. customdried in a vacuum oven at 50° C. overnight

Sources & evidence

ORD record
ord-36f4b4f8f9444ba68960dafb5f4540de
Source dataset
uspto-grants-2008_11
Patent number
US07452892B2

Linked notes

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