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

HRID 1916166Notes

Reaction equation

HRID 1916166 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-caa0b7f284c440a0b637f95ce4ad6995
Source dataset
uspto-grants-2013_12
Patent number
US08618111B2

Reaction notes

Loading…