Iodine → Ethanone, 1-(4-amino-3-iodophenyl)-

HRID 925329Notes

Reaction equation

HRID 925329 reaction equation
[I:1]I.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1>C(O)C.S([O-])([O-])(=O)=O.[Ag+2]>[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][C:5]=1[I:1]

Participants

5

Reactant 2

HCID 807IodineHCID 7468p-Aminoacetophenone

Product 1

HCID 11032652Ethanone, 1-(4-amino-3-iodophenyl)-Yield 18%

Reagents, catalysts & solvents 2

HCID 178418844HCID 178418844, compoundCatalystHCID 702EthanolSolvent

Procedure

1-(4-amino-3-iodophenyl)ethanone was prepared according to method D Step I with Iodine (2.82 g; 11.10 mmol) silver sulphate (3.46 g; 11.10 mmol) and 1-(4-aminophenyl)ethanone (1.50 g; 11.10 mmol) in ethanol (40 mL). The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to yield 0.514 g (18%) of 1-(4-amino-3-iodophenyl)ethanone as a pale yellow solid.

Workup

  1. custom1-(4-amino-3-iodophenyl)ethanone 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-fd36ce67307a4bc6ba1e7af89729e803
Source dataset
uspto-grants-2016_03
Patent number
US09284271B2

Reaction notes

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