Phosphorus oxychloride → 2-Chloro-5-nitronicotinic acid

HRID 1078552ノート

反応式

HRID 1078552 の反応式
O[C:2]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:2]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178524577HCID 178524577、化合物

生成物 1

HCID 125426642-Chloro-5-nitronicotinic acid

実験手順

A solution of 2-hydroxy-5-nitronicotinic acid (9.2 g, 0.05 mol) in phosphorus oxychloride (25 ml) was refluxed for 5 hours. The solvent was removed in vacuo and the residue dissolved in a mixture of tetrahydrofuran and ether. After cooling the solution in an ice bath, water was cautiously added dropwise with stirring until a clean separation of layers was obtained. The organic layer was washed with water and a saturated sodium chloride solution, dried (anhydrous magnesium sulfate) and concentrated. Recrystallization from ether gave 6.94 g (69% of theory) of pure product, m.p. 135° C. (dec).

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in a mixture of tetrahydrofuran and ether
  3. temperatureAfter cooling the solution in an ice bath
  4. additionwater was cautiously added dropwise
  5. customwas obtained
  6. washThe organic layer was washed with water
  7. dry with materiala saturated sodium chloride solution, dried (anhydrous magnesium sulfate)
  8. concentrationconcentrated
  9. customRecrystallization from ether
  10. customgave 6.94 g (69% of theory) of pure product, m.p. 135° C. (dec)

出典と根拠

ORDレコード
ord-53f1f62e75934da2bd1d38e177bd1d76
出典データセット
uspto-grants-1996_08
特許番号
US05550122

反応ノート

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