N-Iodosuccinimide → 5-Bromo-4-chloro-2-iodoaniline

HRID 588802노트

반응식

HRID 588802 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[CH:5]=[CH:6][C:7]=1[Cl:8].C1C(=O)N([I:17])C(=O)C1>CC(O)=O>[Br:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([I:17])=[C:4]([NH2:9])[CH:3]=1

참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 128437223-Bromo-4-chloroaniline

생성물 1

HCID 509995085-Bromo-4-chloro-2-iodoaniline수율 15.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 3-bromo-4-chlorobenzenamine (10.0 g, 48.5 mmol) in CH3COOH (50 mL), NIS (10.9 g, 48.5 mmol) was added in portions and the resulting mixture was stirred at room temperature for 16 h. The mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate, washed with saturated NaHCO3 solution and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=50:1) to afford the desired product (2.5 g, 15.5% yield). ESI-MS m/z: 329.9 [M−H]−.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated NaHCO3 solution and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=50:1)

출처 및 근거

ORD 기록
ord-959f52af961e4af7bb29aa1f1d0e7f23
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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