Bromine → HCID 19819684, compound

HRID 1031129Notes

Reaction equation

HRID 1031129 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([C:14]#[N:15])[C:5]=1[N:16]1[C:21](=[O:22])[CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[N:18]=[CH:17]1.O.O.O.C([O-])(=O)C.[Na+]>C(O)(=O)C>[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:13])[F:12])[CH:7]=[C:6]([C:14]#[N:15])[C:5]=1[N:16]1[C:21](=[O:22])[CH:20]=[C:19]([C:23]([F:26])([F:24])[F:25])[N:18]([Br:1])[CH2:17]1

Participants

5

Reactant 3

HCID 24408BromineHCID 19779340HCID 19779340, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 19819684HCID 19819684, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (35mg) was added to a stirred solution of 1-(2-chloro-6-cyano-4-trifluoromethylphenyl)-4-trifluoromethylpyrimidin-6-one (70mg) and sodium acetate trihydrate (77mg) in acetic acid (3.5ml). After stirring for 6 hours, the reaction mixture was allowed to stand overnight, whereupon the solvent was evaporated under reduced pressure. The residual solid was dissolved in ethyl acetate and washed with water, followed by aqueous sodium bicarbonate solution and finally brine. After drying over anhydrous magnesium sulphate the solvent was evaporated under reduced pressure to give 1-(2-chloro-6-cyano-4-trifluoromethylphenyl)-3-bromo-4-trifluoromethylpyrimidin-6-one as a colourless solid.

Workup

  1. waitto stand overnight, whereupon the solvent
  2. customwas evaporated under reduced pressure
  3. dissolutionThe residual solid was dissolved in ethyl acetate
  4. washwashed with water
  5. dry with materialAfter drying over anhydrous magnesium sulphate the solvent
  6. customwas evaporated under reduced pressure

Sources & evidence

ORD record
ord-afb881af92f446c1bd060ad0d01ff98e
Source dataset
uspto-grants-1992_04
Patent number
US05109004

Reaction notes

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