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

HRID 20540

반응식

HRID 20540 반응식
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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 701982-ChloroacrylonitrileHCID 855731-Isopropylhydrazine hydrochloride

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
45 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3d1941a623324da78a0d203e0cbd8d49
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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