Chlorosuccinimide → HCID 66920482, compound

HRID 1880401Notes

Reaction equation

HRID 1880401 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].[Cl:13]N1C(=O)CCC1=O>C(Cl)Cl>[NH2:1][C:2]1[C:7]([Cl:13])=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 100824781-(2-amino-5-bromophenyl)-propan-1-one

Product 1

HCID 66920482HCID 66920482, compoundYield 78.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
45 °C

Procedure

1-(2-Amino-5-bromo-phenyl)-propan-1-one (144.0 mg, 0.63 mmol) was dissolved in CH2Cl2 (10.0 mL), and N-chlorosuccinimide (168.0 mg, 1.26 mmol) was added to this solution. The resulting mixture was stirred at 45° C. overnight. The reaction was cooled to room temperature and concentrated. The residue was purified through column chromatography to afford 1-(2-amino-5-bromo-3-chloro-phenyl)-propan-1-one as a solid (130.0 mg, 76.1%).

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. concentrationconcentrated
  3. customThe residue was purified through column chromatography

Sources & evidence

ORD record
ord-6a54147f7a0b4cb984980a24c0921df4
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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