Phosphorus oxychloride → 2-Chloro-5-nitronicotinic acid

HRID 1078552노트

반응식

HRID 1078552 반응식
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]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178524577HCID 178524577, 화합물

생성물 1

HCID 125426642-Chloro-5-nitronicotinic acid

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-53f1f62e75934da2bd1d38e177bd1d76
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05550122

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