4-Bromoaniline → HCID 57897867, compound

HRID 1693530Notes

Reaction equation

HRID 1693530 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:11]=1[C:12]([Cl:14])=O.C(N(CC)CC)C>ClCCl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]=[C:12]([Cl:14])[C:11]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:10]=2[Cl:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78074-BromoanilineHCID 8471TriethylamineHCID 666452,4-Dichlorobenzoyl chloride

Product 1

HCID 57897867HCID 57897867, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-bromoaniline (40 mg, 0.12 mmol) and 2,4-dichloro benzoyl chloride (69 μL, 0.12 mmol) in dichloromethane is added triethylamine (20 μL, 0.144 mmol). After stirred at room temperature for 30 min, the solvent is removed. The residue is added 0.5 mL of thionyl chloride. The reaction mixture is heated at 80° C. for 1h, concentrated. The product is used in the next step reaction.

Workup

  1. customthe solvent is removed
  2. additionThe residue is added 0.5 mL of thionyl chloride
  3. temperatureThe reaction mixture is heated at 80° C. for 1h
  4. concentrationconcentrated
  5. customThe product is used in the next step reaction

Sources & evidence

ORD record
ord-e7105121bd034c838f6bb62745f4efea
Source dataset
uspto-grants-2012_04
Patent number
US08158634B2

Reaction notes

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