Hydrochloric Acid → HCID 58521858、化合物

HRID 2390154ノート

反応式

HRID 2390154 の反応式
[F:1][C:2]1[CH:8]=[CH:7][C:6]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:5][C:3]=1N.Cl.N([O-])=O.[Na+].[I-:18].[K+]>O.CCOC(C)=O>[F:1][C:2]1[CH:8]=[CH:7][C:6]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:5][C:3]=1[I:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 27746372-Fluoro-5-(methylsulfonyl)aniline2 回HCID 23668193Sodium Nitrite

生成物 1

HCID 58521858HCID 58521858、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

2-Fluoro-5-(methylsulfonyl)aniline (Intermediate 57; 500 mg; 2.64 mmol) was treated with a 5 N solution of hydrochloric acid in water (8.98 ml; 44.92 mmol) and the solution cooled to 0° C. The solution was treated with sodium nitrite (219 mg; 3.17 mmol) and stirred at 0° C. for 30 minutes, then treated with a solution of potassium iodide (4.39 g; 26.43 mmol) in water (8 mL) and stirred at RT for 1 hour. EtOAc was added, the phases were separated and the organic phase was washed with a saturated sodium thiosulfate solution twice, then with brine. The organic phase was dried on MgSO4, filtered and concentrated under reduced pressure to give a residue which was purified by by flash column chromatography, eluting with cyclohexane containing increasing amounts of EtOAc. The title compound was obtained as a white solid.

後処理

  1. stirringstirred at RT for 1 hour
  2. customthe phases were separated
  3. washthe organic phase was washed with a saturated sodium thiosulfate solution twice
  4. customThe organic phase was dried on MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customto give a residue which
  8. customwas purified by by flash column chromatography
  9. washeluting with cyclohexane containing
  10. temperatureincreasing amounts of EtOAc

出典と根拠

ORDレコード
ord-786f906a8b804a0ab28093a0dc4c5b43
出典データセット
uspto-grants-2012_09
特許番号
US08273769B2

反応ノート

読み込み中…