Hydrochloric Acid → 5-Bromo-2,4-dichloropyrimidine

HRID 647240

Reaction equation

HRID 647240 reaction equation
[Br:1][C:2]1[C:3](=O)[NH:4][C:5](=O)[NH:6][CH:7]=1.[ClH:10].O=P(Cl)(Cl)[Cl:13]>>[Br:1][C:2]1[C:3]([Cl:13])=[N:4][C:5]([Cl:10])=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 58025-BromouracilHCID 24813Phosphorus oxychloride

Product 1

HCID 2899735-Bromo-2,4-dichloropyrimidineYield 82%

Procedure

5-bromouracil (30 g, 0.16 mole) was added to a flask containing 130 ml of POCl3. The mixture was heated at reflux for 4 days. During this time the reaction contents were protected from atmospheric moisture; HCl gas was evolved and the solution became homogeneous. Excess POCl3 was removed by distillation at atmospheric pressure. Continued distillation at reduced pressure afforded the title compound, bp 85°-90°/4 mm (29.7 g, 82% yield).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 days
  3. customDuring this time the reaction contents
  4. customExcess POCl3 was removed by distillation at atmospheric pressure
  5. distillationContinued distillation at reduced pressure

Sources & evidence

ORD record
ord-e13279de4fcc42d28851383bbe16d0d4
Source dataset
uspto-grants-1983_10
Patent number
US04408048

Linked notes

Loading…