Pyridine → 2-Bromo-n-(4-chlorophenyl)acetamide

HRID 18508Notes

Reaction equation

HRID 18508 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.N1C=CC=CC=1.[Br:15][CH2:16][C:17](Br)=[O:18]>C1(C)C=CC=CC=1>[Br:15][CH2:16][C:17]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:18]

Participants

5

Reactant 3

HCID 1049PyridineHCID 78124-ChloroanilineHCID 61147Bromoacetyl bromide

Product 1

HCID 2193222-Bromo-n-(4-chlorophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a solution of 5 g 4-Chloro-phenylamine and 1.5 mL pyridine in 30 mL toluene, 8 g bromo-acetyl bromide dissolved in 10 mL toluene were added dropwise under ice cooling. After 2 h the precipitate was isolated by filtration and recrystallized from toluene to yield a white solid.

Workup

  1. additionwere added dropwise under ice cooling
  2. customAfter 2 h the precipitate was isolated by filtration
  3. customrecrystallized from toluene
  4. customto yield a white solid

Sources & evidence

ORD record
ord-d66e4e05709a48b4866b3b42399f8208
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Reaction notes

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