Phosphorus oxychloride → 2-Chloro-4-cyanopyridine

HRID 348964

反応式

HRID 348964 の反応式
[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]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 846844-Pyridinecarbonitrile, 1-oxide

生成物 1

HCID 5686382-Chloro-4-cyanopyridine

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-997f4f9348f844eb9f2a3334e3ef40cf
出典データセット
uspto-grants-2007_02
特許番号
US07176242B2

関連ノート

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