N-bromobutanimide → 3-Bromo-5-nitro-2,3'-bipyridin-6-amine

HRID 2264177

反応式

HRID 2264177 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[N:8][C:9]=1[NH2:10])([O-:3])=[O:2].[Br:17]N1C(=O)CCC1=O>CN(C=O)C>[Br:17][C:6]1[C:7]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[N:8][C:9]([NH2:10])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 205503675-Nitro-2,3'-bipyridin-6-amine

生成物 1

HCID 595960023-Bromo-5-nitro-2,3'-bipyridin-6-amine収率 100.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

To a 0° C. cooled stirred solution of 5-nitro-2,3′-bipyridin-6-amine (4.8 g, 22.2 mmol) in DMF (50 mL), N-bromosuccinimide (4.75 g, 26.7 mmol) was added in portions. After stirring at room temperature for 16 h, the solvent was removed under reduced pressure. The crude residue was solved with ethyl acetate and washed with saturated potassium carbonate aqueous solution. The organic layer was washed with brine, dried (MgSO4) and evaporated. The residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol) to give the title compound (6.6 g, 100%) as a solid.

後処理

  1. additionwas added in portions
  2. customthe solvent was removed under reduced pressure
  3. washwashed with saturated potassium carbonate aqueous solution
  4. washThe organic layer was washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol)

出典と根拠

ORDレコード
ord-599d982637a347b980b45430f25fa1f0
出典データセット
uspto-grants-2010_12
特許番号
US07855202B2

関連ノート

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