Water → HCID 136096283, compound

HRID 1886144Notes

Reaction equation

HRID 1886144 reaction equation
[F:1][C:2]([F:14])([C:7]1[N:8]=[CH:9][NH:10][C:11](=[O:13])[CH:12]=1)[C:3]([F:6])([F:5])[F:4].[Cl:15]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:15][C:12]1[C:11](=[O:13])[NH:10][CH:9]=[N:8][C:7]=1[C:2]([F:1])([F:14])[C:3]([F:6])([F:5])[F:4]

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 135550576HCID 135550576, compound

Product 1

HCID 136096283HCID 136096283, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4-pentafluoroethylpyrimidin-6-one (0.4 g) and N-chlorosuccinimide (0.27 g) in dry dimethylformamide (5 ml) was heated to 80° C. for 3 hours. After cooling to ambient temperature, the reaction mixture was poured into water, and extracted into ethyl acetate. The organic layer was dried, over anhydrous maqnesium sulphate, filtered, and evaporation of the solvent under reduced pressure gave a brown oil. Recrystallisation from water gave 5-chloro-4-pentafluoroethylpyrimidin-6-one

Workup

  1. extractionextracted into ethyl acetate
  2. dry with materialThe organic layer was dried, over anhydrous maqnesium sulphate
  3. filtrationfiltered
  4. customevaporation of the solvent under reduced pressure
  5. customgave a brown oil
  6. customRecrystallisation from water

Sources & evidence

ORD record
ord-555a38d7c51b4a28a356f6ef58046004
Source dataset
uspto-grants-1992_09
Patent number
US05149810

Reaction notes

Loading…