Phosphorus oxychloride → 5,7-dichloro-4H-imidazo[4,5-b]pyridine

HRID 868501노트

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HRID 868501 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N+:5]([O-])=[C:4]2[NH:9][CH:10]=[N:11][C:3]=12.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:6]1[N:5]=[C:4]2[NH:9][CH:10]=[N:11][C:3]2=[C:2]([Cl:1])[CH:7]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178526259HCID 178526259, 화합물

생성물 1

HCID 1784781755,7-dichloro-4H-imidazo[4,5-b]pyridine

실험 절차

7-Chloro-3H-imidazo[4,5-b]pyridine-4-oxide (15 g, 88.5 mMol) and 300 mL phosphorus oxychloride were heated at 110° C. under a nitrogen atmosphere. After 4 hours the excess phosphorus oxychloride was removed in vacuo. The residue was dissolved in water and the solution was neutralized by the addition of aqueous ammonium hydroxide. The suspension was cooled and the solid isolated. After drying, the product, 5,7-dichloro-3H-imidazo[4,5-b]pyridine, weighed 10.5 g (54.5 mMol, 61.6%); m.p. 263° C.; NMR (DMSO-d6): 8.58 δ (s, 1H, H2); 7.58 (s, 1H, H5).

후처리

  1. customAfter 4 hours the excess phosphorus oxychloride was removed in vacuo
  2. dissolutionThe residue was dissolved in water
  3. additionthe solution was neutralized by the addition of aqueous ammonium hydroxide
  4. temperatureThe suspension was cooled
  5. customthe solid isolated
  6. customAfter drying

출처 및 근거

ORD 기록
ord-3759ad3fffb543f6968f4c211669f3ac
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04780452

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