Phosphorus oxychloride → 4-Chlorothieno[3,2-c]pyridine

HRID 2761

反応式

HRID 2761 の反応式
[S:1]1[C:9]2[CH:8]=[CH:7][NH:6][C:5](=O)[C:4]=2[CH:3]=[CH:2]1.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:5]1[C:4]2[CH:3]=[CH:2][S:1][C:9]=2[CH:8]=[CH:7][N:6]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 2885254H,5H-thieno(3,2-c)pyridin-4-one

生成物 1

HCID 128273124-Chlorothieno[3,2-c]pyridine

反応条件

温度
100 °C

実験手順

5H-Thieno[3,2-c]pyridin-4-one (1.0 g, 6.62 mmol) is dissolved in 30 mL of phosphorous oxy chloride. The solution is heated to 100° C. After 4 h, the solution is concentrated. The residue is dissolved in CH2 Cl2. The resulting solution is washed with water and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with a gradient of 40% CH2Cl2 /hexanes to 60% CH2Cl2 /hexanes. The title compound (1.0 g, 5.8 mmol) is obtained as a white solid.

後処理

  1. concentrationthe solution is concentrated
  2. dissolutionThe residue is dissolved in CH2 Cl2
  3. washThe resulting solution is washed with water and saturated NaCl
  4. dry with materialThe organic layer is dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product is purified by column chromatography
  8. washeluting with a gradient of 40% CH2Cl2 /hexanes to 60% CH2Cl2 /hexanes

出典と根拠

ORDレコード
ord-91ec8de0a1e542cc9e6a284639bbfc6c
出典データセット
uspto-grants-1998_03
特許番号
US05731315

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