Sodium Carbonate → 5-Bromo-8-nitroisoquinoline

HRID 272774

반응식

HRID 272774 반응식
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[N+:12]([O-])([O-:14])=[O:13].[K+].C([O-])([O-])=O.[Na+].[Na+]>OS(O)(=O)=O>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24434Potassium NitrateHCID 7364875-Bromoisoquinoline

생성물 1

HCID 8169835-Bromo-8-nitroisoquinoline수율 99.6%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

실험 절차

5-Bromo-isoquinoline (100 mg, 0.48 mmol) was suspended in 0.58 mL of concentrated H2SO4. To this solution was added KNO3 (68 mg, 0.58 mmol) in 0.48 mL of concentrated H2SO4. The reaction mixture was stirred at room temperature for 1.5 hours, poured into water/ice, neutralized with 2.0 M Na2CO3, and extracted with EtOAc three times The combined organic layers were washed brine, dried (MgSO4), filtered and concentrated under vacuum to give 121 mg of the title product. MS (DCI) m/e 255 (M+H)+; 1H NMR (500 MHz, CDCl3) δ 10.0 (s, 1H), 9.39 (s, 1H), 8.85 (d, J=5.76 Hz, 1H), 8.17-8.22 (m, 2H), 8.12 (d, J=8.14 Hz, 1H).

후처리

  1. extractionextracted with EtOAc three times The combined organic layers
  2. washwere washed brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-b18b032ac6db43558af4c781acd38ea5
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456169B2

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