5-Bromonicotinamide → 5-Bromonicotinonitrile

HRID 50575

반응식

HRID 50575 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH2:10])=O)[CH:5]=[N:6][CH:7]=1>P(Cl)(Cl)(Cl)=O>[Br:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[N:10])[CH:3]=1

참가 물질

3

반응물 1

HCID 18085-Bromonicotinamide

생성물 1

HCID 7367935-Bromonicotinonitrile수율 70%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

반응 조건

온도
25 °C

실험 절차

5-Bromo-3-pyridinylcarboxamide (10 g, 49.7 mmol) in phosphorus oxychloride (25 mL) was warmed to reflux for 18 h, allowed to cool to 25° C., concentrated in vacuo and carefully treated with satd. aqueous sodium bicarbonate (˜500 mL) until neutralized. The reaction mixture was diluted with CH2Cl2 (200 mL), stirred for 4 h, and the layers were separated. The aqueous layer was washed with CH2Cl2 (2×100 mL), and the organic layers were combined and dried (MgSO4). The resulting solution was concentrated in vacuo to afford the title compound (6.35 g, 70%) as a white solid. MS 184 (M+H)+.

후처리

  1. temperatureto reflux for 18 h
  2. concentrationconcentrated in vacuo
  3. additioncarefully treated with satd
  4. additionThe reaction mixture was diluted with CH2Cl2 (200 mL)
  5. customthe layers were separated
  6. washThe aqueous layer was washed with CH2Cl2 (2×100 mL)
  7. dry with materialdried (MgSO4)
  8. concentrationThe resulting solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-30c79bf012b64918808d4c344a0bd047
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713455B2

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