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

HRID 1098562ノート

反応式

HRID 1098562 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 134698241-Isopropyl-4-nitro-1H-pyrazole収率 46%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-52e079e09f4e4609ae4afaa31dd22fa5
出典データセット
uspto-grants-2012_03
特許番号
US08143293B2

反応ノート

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