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Potassium Carbonate → 1-(propan-2-yl)-1H-pyrazol-3-amine

HRID 20540
ノート
印刷プレビュー

反応式

HRID 20540 の反応式
Cl[C:2](=[CH2:5])[C:3]#[N:4].Cl.[CH:7]([NH:10][NH2:11])([CH3:9])[CH3:8].C(=O)([O-])[O-].[K+].[K+]>O>[CH:7]([N:10]1[CH:5]=[CH:2][C:3]([NH2:4])=[N:11]1)([CH3:9])[CH3:8]
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

5

反応物 3

HCID 11430Potassium CarbonateHCID 701982-ChloroacrylonitrileHCID 855731-Isopropylhydrazine hydrochloride

生成物 1

HCID 195767971-(propan-2-yl)-1H-pyrazol-3-amine収率 58%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
45 °C

実験手順

2-Chloroacrylonitrile (3.41 mL, 42.59 mmol) was added at RT to a stirring solution of N-isopropylhydrazine hydrochloride (4.71 g, 42.6 mmol), potassium carbonate (11.8 g, 85.2 mmol) in water (50 mL). The reaction was warmed to 45° C. for 4 hours before cooling back to RT. The aqueous layer was then extracted with ethyl acetate (5×30 mL) and the combined organic layers were dried (MgSO4), treated with activated charcoal, filtered and evaporated. The residue was purified by chromatography, eluting with 67%-100% ethyl acetate in hexanes, to afford the title compound (3.08 g, 58%) as a 6:1 mixture of authentic product to regioisomeric product as an oil. The material was used without further purification.

後処理

  1. temperaturebefore cooling back to RT
  2. extractionThe aqueous layer was then extracted with ethyl acetate (5×30 mL)
  3. dry with materialthe combined organic layers were dried (MgSO4)
  4. additiontreated with activated charcoal
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by chromatography
  8. washeluting with 67%-100% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-3d1941a623324da78a0d203e0cbd8d49
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745475B2

反応ノート

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