6-Chloro-3-nitropyridin-2-ylamine → 6-Chloropyridine-2,3-diamine

HRID 413259ノート

反応式

HRID 413259 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([N+:9]([O-])=O)=[CH:4][CH:3]=1>C(O)(=O)C.CO.[Zn]>[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[CH:4][CH:3]=1

参加物

5

反応物 1

HCID 27240356-Chloro-3-nitropyridin-2-ylamine

生成物 1

HCID 106306156-Chloropyridine-2,3-diamine

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

Add zinc (4.0 g) to a solution of 6-chloro-3-nitropyridin-2-yl-amine (1.0 g, 5.76 mmol) in acetic acid (1.5 mL) and methanol (40 mL). Stir the resulting mixture is at room temperature for 18 hours, and filter through a pad of celite. Evaporate the filtrate to dryness under reduced pressure. Treat the resulting residue with 1N aqueous NaOH and extract with EtOAc. Wash the EtOAc extract with water and saturated aqueous NaCl. Separate the organic layer, dry over Na2SO4, filter and concentrate. Purify by flash column chromatography (50% EtOAc-hexane) to obtain 6-chloro-pyridine-2,3-diamine.

後処理

  1. filtrationfilter through a pad of celite
  2. customEvaporate the filtrate to dryness under reduced pressure
  3. additionTreat the resulting residue with 1N aqueous NaOH
  4. extractionextract with EtOAc
  5. washWash the EtOAc
  6. extractionextract with water and saturated aqueous NaCl
  7. customSeparate the organic layer
  8. dry with materialdry over Na2SO4
  9. filtrationfilter
  10. concentrationconcentrate
  11. customPurify by flash column chromatography (50% EtOAc-hexane)

出典と根拠

ORDレコード
ord-999fc0ff5cc34071aab4b79ed9e9932f
出典データセット
uspto-grants-2003_05
特許番号
US06566367B2

反応ノート

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