Phosphorus oxychloride → 2-Chloro-4-cyanopyridine

HRID 348964

반응식

HRID 348964 반응식
[C:1]([C:3]1[CH:8]=[CH:7][N+:6]([O-])=[CH:5][CH:4]=1)#[N:2].P(Cl)(Cl)([Cl:12])=O>>[Cl:12][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][N:6]=1)[C:1]#[N:2]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 846844-Pyridinecarbonitrile, 1-oxide

생성물 1

HCID 5686382-Chloro-4-cyanopyridine

반응 조건

온도
110 °C

실험 절차

4-cyanopyridine-N-oxide (10.0 g) was added to phosphorus oxychloride (85 mL) and heated to 110° C. for 2.5 h. The mixture was cooled to room temperature and the excess phosphorus oxychloride removed under reduced pressure. The residue was dissolved in water and made basic with concentrated ammonia. The product was extracted into methylene chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (100 mL) using methylene chloride as eluent to give 7.19 g of the title compound: 1H NMR (CDCl3) δ 7.48, 7.6, 8.6.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. customthe excess phosphorus oxychloride removed under reduced pressure
  3. dissolutionThe residue was dissolved in water
  4. extractionThe product was extracted into methylene chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-997f4f9348f844eb9f2a3334e3ef40cf
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176242B2

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