Phosphorus oxychloride → 4-Chloro-5-iodo-6-methylpyrimidine

HRID 471386Notes

Reaction equation

HRID 471386 reaction equation
O[C:2]1[C:7]([I:8])=[C:6]([CH3:9])[N:5]=[CH:4][N:3]=1.O=P(Cl)(Cl)[Cl:12]>>[Cl:12][C:2]1[C:7]([I:8])=[C:6]([CH3:9])[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1784332135-iodo-6-methyl-1H-pyrimidin-4-one

Product 1

HCID 127953694-Chloro-5-iodo-6-methylpyrimidine

Conditions

Temperature
90 °C

Procedure

A suspension of 90 g (0.38 mol) 4-hydroxy-5-iodo-6-methylpyrimidine in 600 mL POCl3 is heated for 1 h at 90° C. The reaction mixture is concentrated under reduced pressure and the residue is poured into crushed ice. The precipitated solid is collected by filtration and washed with water. After drying, the desired product is obtained as a solid (90 g; 93%).

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. additionthe residue is poured
  3. custominto crushed ice
  4. filtrationThe precipitated solid is collected by filtration
  5. washwashed with water
  6. customAfter drying

Sources & evidence

ORD record
ord-d1874e923c3542ddbff6f02ee3635455
Source dataset
uspto-grants-2014_01
Patent number
US08633183B2

Reaction notes

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