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

HRID 413259노트

반응식

HRID 413259 반응식
[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

참가 물질

5

반응물 1

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

생성물 1

HCID 106306156-Chloropyridine-2,3-diamine

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-999fc0ff5cc34071aab4b79ed9e9932f
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566367B2

반응 노트

불러오는 중…