Potassium Iodide → 2-Iodo-3-nitropyridine

HRID 651657

반응식

HRID 651657 반응식
N[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.N([O-])=O.[Na+].[I-:15].[K+].[OH-].[Na+]>Cl.O>[I:15][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 14798Sodium HydroxideHCID 778873-Nitropyridin-2-ylamineHCID 23668193Sodium Nitrite

생성물 1

HCID 99429522-Iodo-3-nitropyridine

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 2-amino-3-nitro-pyridine (8 g, 57.5 mmol) in 60 mL of 6 N HCl cooled to 0° C. is added dropwise a solution of sodium nitrite (6.35 g, 92 mmol) in 40 mL of water. The mixture is stirred at 0° C. for 1.5 hours. Then a solution of potassium iodide (22.9 g, 138 mmol) in 40 mL of water is added dropwise to the yellow solution. The resulting red mixture is stirred at 0° C. for 30 minutes and then heated at 60° C. for 45 minutes. After cooling, the mixture is made basic by the careful addition of 3 N NaOH. The aqueous layer is extracted with CH2Cl2 (4×) and the combined organic layers are washed with 1 N HCl, dilute Na2SO3 and water. The organic layer is dried over MgSO4, filtered and concentrated in vacuo. The crude product (2.72 g, 10.9 mmol) is used in the subsequent step without further purification.

후처리

  1. stirringThe resulting red mixture is stirred at 0° C. for 30 minutes
  2. temperatureheated at 60° C. for 45 minutes
  3. temperatureAfter cooling
  4. extractionThe aqueous layer is extracted with CH2Cl2 (4×)
  5. washthe combined organic layers are washed with 1 N HCl, dilute Na2SO3 and water
  6. dry with materialThe organic layer is dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-549b9f8b6bf54136979972c37969159d
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06281227B1

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