Phosphorus oxychloride → HCID 9972395, compound

HRID 1708401Notes

Reaction equation

HRID 1708401 reaction equation
[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]=[C:6](O)[C:5]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)[CH2:2][CH3:3].P(Cl)(Cl)([Cl:24])=O>>[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]=[C:6]([Cl:24])[C:5]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178440130HCID 178440130, compound

Product 1

HCID 9972395HCID 9972395, compound

Procedure

32 g of 6-n-propyl-2-methyl-5-(4-nitrobenzyl)-4-hydroxypyrimidine, prepared in Example 6, are suspended in 45 ml of phosphorus oxychloride. The mixture is brought to reflux for 6 hours and then concentrated under vacuum. The residue is taken up with water and extracted with dichloromethane. The organic phase is washed with potassium carbonate solution, then dried over magnesium sulphate and evaporated to dryness to give 24 g of 6-n-propyl-2-methyl-5-(4-nitrobenzyl)-4-chloropyrimidine in the form of crystals of melting point 65° C.

Workup

  1. temperatureto reflux for 6 hours
  2. concentrationconcentrated under vacuum
  3. extractionextracted with dichloromethane
  4. washThe organic phase is washed with potassium carbonate solution
  5. dry with materialdried over magnesium sulphate
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-43d53e4105244191bdd046ab1a85c22b
Source dataset
uspto-grants-1994_10
Patent number
US05358950

Reaction notes

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