Sodium Hydroxide → HCID 53904091, compound

HRID 1492962Notes

Reaction equation

HRID 1492962 reaction equation
O[C:2]1[N:7]=[C:6]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1.[OH-].[Na+].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:2]1[N:7]=[C:6]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178429309HCID 178429309, compound

Product 1

HCID 53904091HCID 53904091, compound

Procedure

212 mg (1 mmol) of 6-hydroxy-4-methyl-2-(2-phenylethenyl)-pyrimidine in 1 ml of phosphorus oxychloride are boiled under reflux for 35 minutes under nitrogen. When cool, the reaction mixture is poured onto ice, and the aqueous solution is neutralised with sodium hydroxide solution and extracted several times with ether. The ether extracts are washed with water and saturated sodium chloride solution, dried over CaCl2, filtered with suction and concentrated. Purification is effected by sublimation in a bulb tube oven at 150° oven temperature and in vacuo (0.1 mm Hg ≠0.13 mbar). Colourless crystals of m.p. 71°-73° are obtained.

Workup

  1. temperatureunder reflux for 35 minutes under nitrogen
  2. temperatureWhen cool
  3. additionthe reaction mixture is poured onto ice
  4. extractionextracted several times with ether
  5. washThe ether extracts are washed with water and saturated sodium chloride solution
  6. dry with materialdried over CaCl2
  7. filtrationfiltered with suction
  8. concentrationconcentrated
  9. customPurification
  10. customis effected by sublimation in a bulb tube oven at 150°
  11. customColourless crystals of m.p. 71°-73° are obtained

Sources & evidence

ORD record
ord-b2e668bf7de14beba9db5c10b5bb4aa4
Source dataset
uspto-grants-1994_12
Patent number
US05376685

Reaction notes

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