Iodine → 5-Chloro-2-iodo-4-methylaniline

HRID 1777546

반응식

HRID 1777546 반응식
[I:1]I.[I-].[K+].[Cl:5][C:6]1[CH:7]=[C:8]([CH:10]=[CH:11][C:12]=1[CH3:13])[NH2:9].C(=O)(O)[O-].[Na+]>O>[Cl:5][C:6]1[C:12]([CH3:13])=[CH:11][C:10]([I:1])=[C:8]([CH:7]=1)[NH2:9]

참가 물질

6

반응물 4

HCID 807IodineHCID 4875Potassium IodideHCID 72553-Chloro-4-methylanilineHCID 516892Sodium Bicarbonate

생성물 1

HCID 584754055-Chloro-2-iodo-4-methylaniline수율 24.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of iodine (9.86 g; 38.84 mmol) and potassium iodide (6.45 g; 38.84 mmol) in water was added dropwise to a suspension of 3-chloro-4-methylaniline (5.00 g; 35.31 g) in a solution of sodium bicarbonate (4.75 g; 56.50 mmol). The resulting mixture was stirred for 72 hours at room temperature and filtered. The solid was dissolved in dichloromethane, washed with a saturated solution of sodium thiosulfate, and the organic layer was dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to yield 2.30 g (24%) of the title compound as a brown solid.

후처리

  1. filtrationfiltered
  2. dissolutionThe solid was dissolved in dichloromethane
  3. washwashed with a saturated solution of sodium thiosulfate
  4. customthe organic layer was dried
  5. concentrationconcentrated under reduced pressure
  6. customThe crude residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane)

출처 및 근거

ORD 기록
ord-9714f3c8b627453ca9f22efea53e7bb5
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266832B2

연결된 노트

불러오는 중…