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

HRID 868501ノート

反応式

HRID 868501 の反応式
[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

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178526259HCID 178526259、化合物

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3759ad3fffb543f6968f4c211669f3ac
出典データセット
uspto-grants-1988_10
特許番号
US04780452

反応ノート

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