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

HRID 1098562노트

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HRID 1098562 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]

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
50 °C

실험 절차

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

후처리

  1. additionAfter the addition
  2. temperatureThe reaction mixture was cooled to RT
  3. extractionthe mixture was extracted with EtOAc
  4. washThe combined organics were washed with saturated Na2CO3 solution, brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuo
  7. custompurified via column chromatography

출처 및 근거

ORD 기록
ord-52e079e09f4e4609ae4afaa31dd22fa5
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143293B2

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