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Potassium Nitrate → 1-Isopropyl-4-nitro-1H-pyrazole

HRID 1930384
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HRID 1930384 반응식
[CH:1]([N:4]1[CH:8]=[CH:7][CH:6]=[N:5]1)([CH3:3])[CH3:2].[N+:9]([O-])([O-:11])=[O:10].[K+]>OS(O)(=O)=O>[CH:1]([N:4]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[N:5]1)([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 24434Potassium NitrateHCID 134698161-isopropyl-1H-pyrazole

생성물 1

HCID 134698241-Isopropyl-4-nitro-1H-pyrazole수율 46%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
0 °C

실험 절차

To a solution of 1-isopropyl-1 H-pyrazole (5 g, 45.5 mmol) in conc.H2SO4 (50 mL) was added KNO3 (5.0 g, 50 mmol) portion wise at 0° C. After the addition, the resulting mixture was heated to 50 0° C. for 8 h. The reaction mixture was cooled to room temperature and poured into ice water, and the mixture was extracted with EtOAc. The combined organics were washed with saturated Na2CO3 solution, brine, and were dried over Na2SO4, and concentrated in vacuo. Chromatography on silica gel provided 1-isopropyl-4-nitro-1 H-pyrazole (3.2 g, 46% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.99 (s, 1 H), 8.32 (s, 1 H), 4.65 (m, 1 H), 1.51 (d, J=6.8 Hz, 6H).

후처리

  1. additionAfter the addition
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionthe mixture was extracted with EtOAc
  4. washThe combined organics were washed with saturated Na2CO3 solution, brine
  5. dry with materialwere dried over Na2SO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b123596cc44b44dcb39d54fb36d762d5
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188113B2

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