Phosphorus oxychloride → 3-Benzyl-2,4-dichloro-1,3-dihydroimidazo[4,5-c]pyridine

HRID 501443노트

반응식

HRID 501443 반응식
P(Cl)(Cl)(Cl)=O.P(Cl)(Cl)(Cl)(Cl)[Cl:7].[CH2:12]([N:19]1[C:23]2[C:24]([Cl:28])=[N:25][CH:26]=[CH:27][C:22]=2[NH:21][C:20]1=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([N:19]1[C:23]2[C:24]([Cl:28])=[N:25][CH:26]=[CH:27][C:22]=2[NH:21][CH:20]1[Cl:7])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

4

반응물 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 230705823-Benzyl-4-chloro-1,3-dihydroimidazo[4,5-c]pyridin-2-one

생성물 1

HCID 574728443-Benzyl-2,4-dichloro-1,3-dihydroimidazo[4,5-c]pyridine수율 31.5%

실험 절차

5 ml of phosphorus oxychloride and 0.338 g of phosphorus pentachloride were added to 0.383 g of 3-benzyl-4-chloro-1,3-dihydroimidazo[4,5-c]pyridin-2-one, and the mixture was heated under reflux for 24 hours. The solvent was concentrated under reduced pressure, and the residue was poured into 50 g of ice/water. The mixture was extracted with 100 ml of ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 0.13 g of the title compound was obtained from the fraction eluted with ethyl acetate-hexane (2:1).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. concentrationThe solvent was concentrated under reduced pressure
  4. additionthe residue was poured into 50 g of ice/water
  5. extractionThe mixture was extracted with 100 ml of ethyl acetate
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-53dbd2e5180a424786f7c844bb04039b
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772226B2

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