2'-Aminoacetophenone → 1-(2-Amino-5-iodophenyl)ethan-1-one
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[I:11]Cl>Cl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([I:11])=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Into a 250 mL round-bottom flask, was placed a solution of 1-(2-aminophenyl)ethanone (11 g, 81.48 mmol, 1.00 equiv) in 1N HCl (300 mL). This was followed by the addition of a solution of ICl (14.5 g, 89.51 mmol, 1.10 equiv) in 2N HCl (50 mL) dropwise with stirring at 0° C. The reaction mixture was stirred for 2 h at room temperature in a water/ice bath. The solid were collected by filtration and then washed with 200 mL of ethyl acetate: MeOH (10:1). The title compound was obtained as a brown solid.
Workup
- customInto a 250 mL round-bottom flask, was placed
- stirringThe reaction mixture was stirred for 2 h at room temperature in a water/ice bath
- filtrationThe solid were collected by filtration
- washwashed with 200 mL of ethyl acetate: MeOH (10:1)
Sources & evidence
- ORD record
- ord-183077189e244e13be02bbd579e81ead
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08518969B2
Reaction notes
Loading…