3,5-Dichloroaniline → 3,5-Dichloro-2-iodoaniline

HRID 129847

반응식

HRID 129847 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].[I:10]N1C(=O)CCC1=O.C(=O)([O-])O.[Na+]>C(O)(=O)C.C(Cl)Cl>[I:10][C:3]1[C:2]([Cl:1])=[CH:8][C:7]([Cl:9])=[CH:6][C:4]=1[NH2:5]

참가 물질

5

반응물 3

HCID 122813,5-DichloroanilineHCID 120273N-IodosuccinimideHCID 516892Sodium Bicarbonate

생성물 1

HCID 100169433,5-Dichloro-2-iodoaniline수율 45.7%

시약·촉매·용매 1

HCID 21922555Acetic acid methylene chloride용매

실험 절차

Dissolve 3,5-dichloroaniline (10 g, 61.5 mmol) in 1:1 acetic acid/methylene chloride (200 mL). Add N-iodosuccinimide (16.9 g, 61.5 mmol) as a solid and stir at room temperature in the absence of light for 8 hours. Pour the solution into saturated sodium hydrogen carbonate (200 mL) and extract into methylene chloride (100 mL). Wash with saturated sodium hydrogen carbonate (200 mL), dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography to give the title compound (8.1 g, 45%); mp 61°-63° C.

후처리

  1. extractionextract into methylene chloride (100 mL)
  2. washWash with saturated sodium hydrogen carbonate (200 mL)
  3. dry with materialdry (MgSO4)
  4. customevaporate the solvent in vacuo
  5. customPurify by silica gel chromatography

출처 및 근거

ORD 기록
ord-4ceea21602f14491be44d83de1acef48
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05470870

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