3-Chloro-4-fluoroaniline → 5-Chloro-4-fluoro-2-iodobenzenamine

HRID 555707노트

반응식

HRID 555707 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].C1C(=O)N([I:17])C(=O)C1>CC(O)=O>[Cl:1][C:2]1[C:8]([F:9])=[CH:7][C:6]([I:17])=[C:4]([CH:3]=1)[NH2:5]

참가 물질

4

반응물 2

HCID 97083-Chloro-4-fluoroanilineHCID 120273N-Iodosuccinimide

생성물 1

HCID 247872515-Chloro-4-fluoro-2-iodobenzenamine

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 3-chloro-4-fluoroaniline (12.9 g, 88.9 mmol) and NIS (22.0 g, 97.8 mmol) in AcOH (90 mL) is stirred at RT for 1.5 h. After completion, the reaction mixture is quenched by H2O, DCM is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords 5-chloro-4-fluoro-2-iodoaniline as a colorless powder; HPLC: AtRet=4.75 min; 1HNMR (CDCl3) 7.40 (d, 1H), 6.75 (d, 1H), 4.00 (bs, 2H).

후처리

  1. customAfter completion, the reaction mixture is quenched by H2O, DCM
  2. additionis added
  3. washthe organic layer is washed with brine
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-5bc46730a06344e6ad58a1f150ea8a56
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053457B2

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