Potassium Iodide → 1-Chloro-2-iodo-3-nitrobenzene

HRID 1521643

반응식

HRID 1521643 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1N.N([O-])=O.[Na+].[I-:16].[K+]>Cl.O>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1[I:16]

참가 물질

6

반응물 3

HCID 4875Potassium IodideHCID 698552-Chloro-6-nitroanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 227576901-Chloro-2-iodo-3-nitrobenzene

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매2회

실험 절차

2-chloro-6-nitroaniline (143-1; 1.0 g, 0.0058 mol) was dissolved in hydrochloric acid (10 mL) and cooled in an ice bath. Then a solution of sodium nitrite (0.68 g, 0.0098 mol) in water (10 mL) was added very slowly with stirring. After 15 min the reaction mixture was filtered through glass wool in to a solution of potassium iodide (4.1 g, 0.024 mol) in water (10 mL). The resulting orange mixture was stirred at room temperature overnight. Then it was extracted with ethyl acetate and washed with 10% aqueous sodium hydroxide solution (50 mL) solution. Organic layer was washed with saturated aqueous sodium chloride solution and concentrated under vacuum to obtain the title compound. 1H NMR (400 MHz, CDCl3) δ 7.854-7.835 (d, J=7.6 Hz, 1H), 7.788-7.768 (d, J=8 Hz, 1H), 7.624-7.584 (t, J=7.6 Hz, 1H).

후처리

  1. temperaturecooled in an ice bath
  2. stirringThe resulting orange mixture was stirred at room temperature overnight
  3. extractionThen it was extracted with ethyl acetate
  4. washwashed with 10% aqueous sodium hydroxide solution (50 mL) solution
  5. washOrganic layer was washed with saturated aqueous sodium chloride solution
  6. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-1317407172cc47b997de539cdb6dbe3f
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073929B2

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