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

HRID 2264177

반응식

HRID 2264177 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-599d982637a347b980b45430f25fa1f0
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855202B2

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