4-Bromoaniline → HCID 57897809, compound

HRID 1693501Notes

Reaction equation

HRID 1693501 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([Cl:16])=O)=[CH:12][CH:11]=1.C(N(CC)CC)C>ClCCl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]=[C:14]([Cl:16])[C:13]2[CH:17]=[CH:18][C:10]([CH3:9])=[CH:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 78074-BromoanilineHCID 8471TriethylamineHCID 134054-Methylbenzoyl Chloride

Product 1

HCID 57897809HCID 57897809, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(4-bromo-phenyl)-4-methyl-benzimidoyl chloride used is prepared by the following procedure. To a solution of 4-bromoaniline (29.2 mg, 0.17 mmol) and 4-methyl benzoyl chloride (22.5 μL, 0.17 mmol) in dichloromethane was added triethylamine (28 μL, 0.20 mmol). After stirred at room temperature for 30 minutes, the solvent was removed. The residue was added 0.5 mL of thionyl chloride. The reaction mixture was heated at 80° C. for 1 h, concentrated. The product was used in the next step reaction.

Workup

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

Sources & evidence

ORD record
ord-0011cc0045db4d918b61efc3a0d52583
Source dataset
uspto-grants-2012_04
Patent number
US08158634B2

Reaction notes

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