Sulfuric Acid → 2-Chloro-8-nitroquinoline

HRID 513377노트

반응식

HRID 513377 반응식
OS(O)(=O)=O.[Cl:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1.[N+:17]([O-])([O-:19])=[O:18].[K+]>>[Cl:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=[CH:12][CH:13]=2)[N:8]=1

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 119282-ChloroquinolineHCID 24434Potassium Nitrate

생성물 1

HCID 3194532-Chloro-8-nitroquinoline수율 38%

실험 절차

Conc. H2SO4 was added slowly to 2-chloroquinoline (1.0 g, 6.13 mmol), followed by portionwise addition of potassium nitrate (800 mg, 7.97 mmol) at 0° C. The mixture was allowed to warm to room temperature overnight. After completion of the reaction (monitored by TLC and HPLCMS), the solution was poured slowly over ice, and the precipitate was extracted with EtOAc. The organic phase was washed with brine and concentrated in vacuo. The crude residue was purified by column chromatography with n-hexane/EtOAC (17:3) as the eluent to give the title compound (450 mg, 38%).

후처리

  1. customAfter completion of the reaction (monitored by TLC and HPLCMS)
  2. additionthe solution was poured slowly over ice
  3. extractionthe precipitate was extracted with EtOAc
  4. washThe organic phase was washed with brine
  5. concentrationconcentrated in vacuo
  6. customThe crude residue was purified by column chromatography with n-hexane/EtOAC (17:3) as the eluent

출처 및 근거

ORD 기록
ord-01ce627fcee14f4580f50681be706bcc
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102688B2

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