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Triethylamine → 5-amino-1-isopropyl-1H-pyrazole-4-carbonitrile

HRID 1093182
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HRID 1093182 반응식
C(O[CH:4]=[C:5]([C:10]#[N:11])[CH:6](O)C#N)C.[CH:12]([NH:15][NH2:16])([CH3:14])[CH3:13].C([N:19](CC)CC)C>C(O)C>[NH2:11][C:10]1[N:15]([CH:12]([CH3:14])[CH3:13])[N:16]=[CH:4][C:5]=1[C:6]#[N:19]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 527891-IsopropylhydrazineHCID 539932842-(Ethoxymethylidene)-3-hydroxybutanedinitrile

생성물 1

HCID 179620285-amino-1-isopropyl-1H-pyrazole-4-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
150 °C

실험 절차

A mixture of ethoxymethylenemalonitrile (0.55 g, 4.5 mmol) and iso-propylhydrazine (0.50 g, 4.5 mmol) in ethanol (10 mL) in a 10-20 mL Smith process vial was treated with triethylamine (0.88 mL). The vial was capped and heated in the microwave reactor for one hour at 150° C. Following cooling of the vial, the mixture was concentrated to dryness under reduced pressure. The residue was partitioned between ethyl acetate and water. The aqueous phase was extracted with ethyl acetate. The combined organic extracts were washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and concentrated to dryness under reduced pressure to provide 5-amino-1-isopropyl-1H-pyrazole-4-carbonitrile as a slowly solidifying syrup (0.72 g, >100%). MS (ES+): 151.2 (M+H)+

후처리

  1. customThe vial was capped
  2. temperatureFollowing cooling of the vial, the mixture
  3. concentrationwas concentrated to dryness under reduced pressure
  4. customThe residue was partitioned between ethyl acetate and water
  5. extractionThe aqueous phase was extracted with ethyl acetate
  6. washThe combined organic extracts were washed with saturated aqueous sodium chloride solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-7052b498e7794d859fe77d82bbf3f783
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129371B2

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