N-bromobutanimide → (2-Amino-5-bromophenyl)(4-chlorophenyl)methanone

HRID 1497712Notes

Reaction equation

HRID 1497712 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=[O:9].C1C(=O)N([Br:24])C(=O)C1>C(Cl)Cl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:24])=[CH:4][C:3]=1[C:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)=[O:9]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 761662-Amino-4'-chlorobenzophenone

Product 1

HCID 182477(2-Amino-5-bromophenyl)(4-chlorophenyl)methanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2-Amino-phenyl)-(4-chloro-phenyl)-methanone (9.41 g, 0.04 mmol) dissolved in 150 mL DCM was added NBS (7.25 g, 0.04mol) at 0° C. The mixture is stirred at RT for overnight. The mixture is extracted with DCM, washed with NaHCO3, dried over NaSO4 and concentrated. This provides the desired compound. This is used without further purification.

Workup

  1. extractionThe mixture is extracted with DCM
  2. washwashed with NaHCO3
  3. dry with materialdried over NaSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7e3a8be07b7c4d17aec8283a2b9f3b27
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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