2,4-Difluoroaniline → 2-bromo-N-(2,4-difluorophenyl)acetamide

HRID 1899393Notes

Reaction equation

HRID 1899393 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[Br:10][CH2:11][C:12](Cl)=[O:13].CCN(C(C)C)C(C)C>ClCCl>[Br:10][CH2:11][C:12]([NH:4][C:3]1[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=1[F:1])=[O:13]

Participants

5

Reactant 3

HCID 97092,4-DifluoroanilineHCID 81531DiisopropylethylamineHCID 89602Bromoacetyl chloride

Product 1

HCID 34164012-bromo-N-(2,4-difluorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.16 g (40 mmol) of 2,4-difluoroaniline and 6.3 g (40 mmol) of bromoacetyl chloride are treated in 200 ml of dichloromethane with 5.17 g (40 mmol) of Hunig base. After 4 h, the mixture is washed twice with 1N hydrochloric acid and once with water, dried (MgSO4) and concentrated.

Workup

  1. washthe mixture is washed twice with 1N hydrochloric acid and once with water
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-d4b3cbeaf5614edda9a0e9989ab48ab0
Source dataset
uspto-grants-1996_11
Patent number
US05571921

Reaction notes

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