Iodine → HCID 18541883, compound

HRID 925330Notes

Reaction equation

HRID 925330 reaction equation
[I:1]I.[F:3][C:4]1[CH:5]=[C:6]([CH:8]=[C:9]([F:12])[C:10]=1[F:11])[NH2:7]>C(O)C.S([O-])([O-])(=O)=O.[Ag+2]>[F:3][C:4]1[C:5]([I:1])=[C:6]([CH:8]=[C:9]([F:12])[C:10]=1[F:11])[NH2:7]

Participants

5

Reactant 2

HCID 807IodineHCID 27249913,4,5-Trifluoroaniline

Product 1

HCID 18541883HCID 18541883, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 178418844HCID 178418844, compoundCatalystHCID 702EthanolSolvent

Procedure

3,4,5-trifluoro-2-iodoaniline was prepared according to method D Step I with iodine (0.621 g; 2.45 mmol), silver sulphate (0.763 g; 2.45 mmol) and 3,4,5-trifluoroaniline (0.360 g; 2.45 mmol) in ethanol (5 mL). The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to yield 0.279 g (42%) of 3,4,5-trifluoro-2-iodoaniline as a white solid.

Workup

  1. custom3,4,5-trifluoro-2-iodoaniline was prepared
  2. customThe crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane)

Sources & evidence

ORD record
ord-20ffaf9827c4465faa6c13e7162884cb
Source dataset
uspto-grants-2016_03
Patent number
US09284271B2

Reaction notes

Loading…