Phosphorus oxychloride → 4-Chloro-6-ethyl-5-iodopyrimidine

HRID 632877

Reaction equation

HRID 632877 reaction equation
O[C:2]1[C:7]([I:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.O=P(Cl)(Cl)[Cl:13]>>[Cl:13][C:2]1[C:7]([I:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1784377446-ethyl-5-iodo-1H-pyrimidin-4-one

Product 1

HCID 109784874-Chloro-6-ethyl-5-iodopyrimidine

Conditions

Temperature
90 °C

Procedure

A suspension of 90 g (0.36 mol) 4-hydroxy-5-iodo-6-ethyl pyrimidine 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 (65 g; 67%).

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-183e56c017914ce48ce8cdeb73f423ed
Source dataset
uspto-grants-2016_04
Patent number
US09321771B2

Linked notes

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