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

HRID 2761

반응식

HRID 2761 반응식
[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

참가 물질

3

반응물 2

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

생성물 1

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

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-91ec8de0a1e542cc9e6a284639bbfc6c
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731315

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