Sodium Iodide → HCID 19853685, compound

HRID 1650354Notes

Reaction equation

HRID 1650354 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10]Cl.[Na+].[I-:14]>CC#N>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][I:14]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 107500971-(2-Amino-5-fluorophenyl)-2-chloroethan-1-one

Product 1

HCID 19853685HCID 19853685, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 23.463 g (125.069 mM) of 2'-amino-2-chloro-5'-fluoroacetophenone in 436 ml of CH3CN is added 56.2 g (375.2 mM) of NaI, and the mixture is stirred at room temperature for 45 min. and concentrated under reduced pressure. The resulting residue is dissolved in ethyl acetate, washed with aqueous Na2S2O3, and brine in order, dried and concentrated to give 29.97 g (Yield: 85.9%) of 2'-amino-5'-fluoro-2-iodoacetophenone as yellow crystals.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe resulting residue is dissolved in ethyl acetate
  3. washwashed with aqueous Na2S2O3, and brine in order
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a9323496a42543e7898a68bee400daa5
Source dataset
uspto-grants-1990_05
Patent number
US04923984

Reaction notes

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