Iodine → 4-Chloro-5-fluoro-2-iodoaniline

HRID 63818노트

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HRID 63818 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[F:9].C([O-])(O)=O.[Na+].[I:15]I>O>[Cl:1][C:2]1[C:3]([F:9])=[CH:4][C:5]([NH2:6])=[C:7]([I:15])[CH:8]=1

참가 물질

5

반응물 3

HCID 807Iodine2회HCID 516892Sodium BicarbonateHCID 27365114-Chloro-3-fluoroaniline

생성물 1

HCID 575389634-Chloro-5-fluoro-2-iodoaniline수율 101,846.297%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

To 4-chloro-3-fluoroaniline (25 g, 0.17 mmol) in 250 mL of H2O was added NaHCO3 (21.6 g, 0.25 mmol). After cooling to 0° C., iodine (43.5 g, 0.17 mmol) was added. After 18 h at rt, an additional 10.8 g of iodine was added and the reaction was stirred overnight. The reaction was extracted with DCM (4×250 mL), the combined organics were washed with sodium thiosulfate solution (2×250 mL) and brine (2×250 mL) and dried (Na2SO4). Purification by silica gel chromatography gave 47 g of Intermediate 5A. MS (ESI) m/z: 145.2 (M+H)+.

후처리

  1. extractionThe reaction was extracted with DCM (4×250 mL)
  2. washthe combined organics were washed with sodium thiosulfate solution (2×250 mL) and brine (2×250 mL)
  3. dry with materialdried (Na2SO4)
  4. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-67127cc4b32a495eaaad0300107cdca2
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447110B2

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