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

HRID 632874Notes

Reaction equation

HRID 632874 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-434e92dce0cc4bbd838a2c387c442456
Source dataset
uspto-grants-2016_04
Patent number
US09321771B2

Reaction notes

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