Sodium Iodide → HCID 14181822, compound

HRID 1199491Notes

Reaction equation

HRID 1199491 reaction equation
Br[CH:2]1[CH2:6][C:5](=[O:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:3]1=[O:15].[I-:16].[Na+]>CC(C)=O>[I:16][CH:2]1[CH2:6][C:5](=[O:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:3]1=[O:15]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 14181821HCID 14181821, compound

Product 1

HCID 14181822HCID 14181822, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

27.2 g. (0.1 mole) of the 3-bromo-1-(4-fluorophenyl)-2,5-pyrrolidinedione prepared according to Example 1 were dissolved in 140 ml. acetone and a solution of 15.75 g. (0.105 mole) sodium iodide in acetone added thereto. The mixture was stirred for 2 hours at room temperature and then heated to reflux for 1 hour. Subsequently, it was cooled, filtered off from resultant sodium bromide and the filtrate evaporated. The residue was recrystallised from methanol/water (3:1) and gave the desired product with 70.5% of theory. The melting point of the derivative lay at 118° C.

Workup

  1. dissolutionwere dissolved in 140 ml
  2. temperatureheated
  3. temperatureto reflux for 1 hour
  4. temperatureSubsequently, it was cooled
  5. filtrationfiltered off from resultant sodium bromide
  6. customthe filtrate evaporated
  7. customThe residue was recrystallised from methanol/water (3:1)

Sources & evidence

ORD record
ord-2810bfa33dad456fab0d0e3c8279b4be
Source dataset
uspto-grants-1990_02
Patent number
US04900840

Reaction notes

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