m-Chloroperbenzoic acid → 1-ethoxy-5-oxido-1H-imidazo[4,5-c]quinoline

HRID 2105481노트

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HRID 2105481 반응식
[CH2:1]([O:3][N:4]1[C:16]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:6]=[CH:5]1)[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:22].C(=O)(O)[O-].[Na+]>ClCCl>[CH2:1]([O:3][N:4]1[C:16]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N+:9]([O-:22])=[CH:8][C:7]=2[N:6]=[CH:5]1)[CH3:2]

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 675069551-ethoxy-1H-imidazo[4,5-c]quinoline

생성물 1

HCID 675068741-ethoxy-5-oxido-1H-imidazo[4,5-c]quinoline수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

A solution of 1-ethoxy-1H-imidazo[4,5-c]quinoline (2.45 g, 11.5 mmol) in dichloromethane (100 mL) was cooled to approximately 0° C., and 3-chloroperoxybenzoic acid (3.85 g of approximately 77% pure material, 17 mmol) was added. The reaction was stirred for ten minutes at 0° C., stirred for three hours at room temperature, and then stirred with saturated aqueous sodium bicarbonate (35 mL) for 15 minutes. The aqueous layer was separated and extracted with dichloromethane (5×50 mL), and the combined organic fractions were dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide 2.4 g of 1-ethoxy-5-oxido-1H-imidazo[4,5-c]quinoline as an orange solid.

후처리

  1. stirringstirred for three hours at room temperature
  2. customThe aqueous layer was separated
  3. extractionextracted with dichloromethane (5×50 mL)
  4. dry with materialthe combined organic fractions were dried over potassium carbonate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2a0c6f79db2c4cae9acb95cc3a9cf024
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579359B2

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