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

HRID 129847

反応式

HRID 129847 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 100169433,5-Dichloro-2-iodoaniline収率 45.7%

試薬・触媒・溶媒 1

HCID 21922555Acetic acid methylene chloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4ceea21602f14491be44d83de1acef48
出典データセット
uspto-grants-1995_11
特許番号
US05470870

関連ノート

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