Phosphorus oxychloride → 2-Chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridine

HRID 1831550노트

반응식

HRID 1831550 반응식
O=P(Cl)(Cl)[Cl:3].[Cl:6][C:7]1[CH:12]=[C:11]([O:13][CH:14]([F:16])[F:15])[CH:10]=[CH:9][C:8]=1[C:17]1[CH:18]([N+:24]([O-:26])=[O:25])[C:19](=O)[N:20]=[CH:21][CH:22]=1>CN(C=O)C>[Cl:3][CH:19]1[CH:18]([N+:24]([O-:26])=[O:25])[C:17]([C:8]2[CH:9]=[CH:10][C:11]([O:13][CH:14]([F:16])[F:15])=[CH:12][C:7]=2[Cl:6])=[CH:22][CH:21]=[N:20]1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 220521384-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-one

생성물 1

HCID 220520842-Chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridine수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 10 mL of POCl3 was added 4-(2-chloro-4-difluoromethoxy-phenyl)3-nitro-3H-pyridin-2-one (0.20 g, 0.63 mmol), followed by the addition of DMF (1–2 mL) and the reaction refluxed overnight. The reaction mixture was cooled to room temperature and poured over ice/H2O (200 mL). The solution was extracted with EtOAc, washed H2O, brine, dried Na2SO4, filtered, and concentrated in vacuo to give 0.176 g (96%) of 2-chloro-4-(2-chloro-4-difluoromethoxy-phenyl)-3-nitro-2,3-dihydro-pyridine as brown viscous oil.

후처리

  1. temperaturethe reaction refluxed overnight
  2. extractionThe solution was extracted with EtOAc
  3. washwashed H2O, brine, dried Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e2e66cbba6904a6cbefe7273563f8970
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067658B2

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