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

HRID 501443ノート

反応式

HRID 501443 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-53dbd2e5180a424786f7c844bb04039b
出典データセット
uspto-grants-2010_08
特許番号
US07772226B2

反応ノート

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