Trifluoromethyluracil → 5-trifluoromethyl-2,4-bis(trimethylsilyloxy)pyrimidine

HRID 1734119Notes

Reaction equation

HRID 1734119 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[C:4](=[O:10])[NH:5][C:6](=[O:9])[NH:7][CH:8]=1.[CH3:13][Si:14]([CH3:17])([CH3:16])Cl>C[Si](C)(C)N[Si](C)(C)C>[F:12][C:2]([F:11])([F:1])[C:3]1[C:4]([O:10][Si:14]([CH3:17])([CH3:16])[CH3:13])=[N:5][C:6]([O:9][Si:14]([CH3:17])([CH3:16])[CH3:13])=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 5899TrifluoromethyluracilHCID 6397Chlorotrimethylsilane

Product 1

HCID 109909625-trifluoromethyl-2,4-bis(trimethylsilyloxy)pyrimidine

Reagents, catalysts & solvents 1

HCID 13838HexamethyldisilazaneSolvent

Procedure

In 50 ml of hexamethyldisilazane, 6.16 g of 5-trifluoromethyluracil was suspended and then 0.22 ml of trimethylchlorosilane was added to the suspension, followed by heating the resulting mixture to reflux for 5 hours. After the reaction, the excess hexamethyldisilazane was removed by evaporation and the resultant was distilled in vacuum. All of the fractions of distillate obtained at about 60° C. under 1 mmHg were collected. Yield: 10.3 g

Workup

  1. temperatureby heating the resulting mixture
  2. temperatureto reflux for 5 hours
  3. customAfter the reaction
  4. customthe excess hexamethyldisilazane was removed by evaporation
  5. distillationthe resultant was distilled in vacuum
  6. customAll of the fractions of distillate obtained at about 60° C. under 1 mmHg
  7. customwere collected

Sources & evidence

ORD record
ord-584c1ea662e0478e8b7213f4c54bf5ae
Source dataset
uspto-grants-1996_07
Patent number
US05532349

Reaction notes

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