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

HRID 1930384
ノート
印刷プレビュー

反応式

HRID 1930384 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]
参加物反応条件実験手順後処理出典と根拠反応ノート

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
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b123596cc44b44dcb39d54fb36d762d5
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08188113B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート