N-bromobutanimide → 5-Fluoro-2-iodo-4-trifluoromethyl-phenylamine
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[C:9]([F:12])([F:11])[F:10])[NH2:5].C1C(=O)N([Br:20])C(=O)C1>C(Cl)Cl>[Br:20][C:6]1[CH:7]=[C:8]([C:9]([F:10])([F:11])[F:12])[C:2]([F:1])=[CH:3][C:4]=1[NH2:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirring mixture of 3-fluoro-4-(trifluoromethyl)aniline (1.5 g) in DCM (12 mL) at room temperature was added dropwise a solution of NBS (1.5 g) in DCM (24 mL) over 15 min. The reaction mixture was stirred at rt for 1.5 h. The product mixture was concentrated under reduced pressure to one half of its original volumn. The white solid was filtered off and the crude product mixture was further purified via column chromatography. Retention time (min)=2.490, method [1], MS(ESI) 257.9 (M+H).
Workup
- concentrationThe product mixture was concentrated under reduced pressure to one half of its original volumn
- filtrationThe white solid was filtered off
- customthe crude product mixture was further purified via column chromatography
Sources & evidence
- ORD record
- ord-e7d8c773b0a4443084e5a46a84e9f879
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09073891B2
Reaction notes
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