2-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-aniline → 4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine

HRID 1488960ノート

反応式

HRID 1488960 の反応式
[N+:1]([C:4]1[CH:10]=[C:9]([F:11])[C:8]([N:12]2[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]2)=[CH:7][C:5]=1[NH2:6])([O-])=O>CC(C)=O>[F:11][C:9]1[C:8]([N:12]2[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]2)=[CH:7][C:5]([NH2:6])=[C:4]([NH2:1])[CH:10]=1

参加物

3

反応物 1

HCID 229035842-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-aniline

生成物 1

HCID 229035734-fluoro-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine収率 85.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

First, 1.065 g of 2-nitro-4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-aniline was dissolved in 45 ml of dimethylformaldehyde by heating and reduced over 195 mg of 10% paradium-carbon catalyst under atmospheric pressure. After the reaction, the reaction mixture was filtered through celite to remove the catalyst, and the mother liquor thus obtained was concentrated to dryness. The residue thus obtained was subjected to column chromatography using 30 g of silica gel, and fractions eluted with a methylene chloride-methanol (20:1) solution were collected. The collected fractions were combined and evaporated. The residue was recrystallized with ethanol to give 802 mg of 4-fluoro-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine.

後処理

  1. temperatureby heating
  2. customAfter the reaction
  3. filtrationthe reaction mixture was filtered through celite
  4. customto remove the catalyst
  5. customthe mother liquor thus obtained
  6. concentrationwas concentrated to dryness
  7. customThe residue thus obtained
  8. washeluted with a methylene chloride-methanol (20:1) solution
  9. customwere collected
  10. customevaporated
  11. customThe residue was recrystallized with ethanol

出典と根拠

ORDレコード
ord-d9be1dd908c1494caf0ce53a0360857b
出典データセット
uspto-grants-1997_10
特許番号
US05677305

反応ノート

読み込み中…