Pentanenitrile, 4,4-dimethyl-3-oxo- → 3-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine

HRID 60625

반응식

HRID 60625 반응식
Cl.[CH3:2][C:3]1[CH:4]=[C:5]([NH:10][NH2:11])[CH:6]=[CH:7][C:8]=1[CH3:9].[CH3:12][C:13]([CH3:20])([CH3:19])[C:14](=O)[CH2:15][C:16]#[N:17]>CCO>[C:13]([C:14]1[CH:15]=[C:16]([NH2:17])[N:10]([C:5]2[CH:6]=[CH:7][C:8]([CH3:9])=[C:3]([CH3:2])[CH:4]=2)[N:11]=1)([CH3:20])([CH3:19])[CH3:12]

참가 물질

4

반응물 2

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 1737401-(3,4-Dimethylphenyl)hydrazine hydrochloride

생성물 1

HCID 108685003-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A black solution of 3,4-dimethylphenyl hydrazine hydrochloride (Apollo, 1.73 g, 10.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.38 g, 11.0 mmol) in EtOH (20 mL) was stirred at reflux for 5 h. The cooled solution was concentrated in vacuo, redissolved in diethyl ether (20 mL) and washed with aqueous NaOH solution (1M, 20 mL). The aqueous was extracted with diethyl ether (2×20 mL), then the combined organics washed with brine (20 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave the title compound (2.18 g, 90%). LCMS (Method 3): Rt 2.75 min, m/z 244 [MH+].

후처리

  1. temperatureat reflux for 5 h
  2. concentrationThe cooled solution was concentrated in vacuo
  3. dissolutionredissolved in diethyl ether (20 mL)
  4. washwashed with aqueous NaOH solution (1M, 20 mL)
  5. extractionThe aqueous was extracted with diethyl ether (2×20 mL)
  6. washthe combined organics washed with brine (20 mL)
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ae397177b3734a19acc85476d8e9d6ce
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440974B2

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