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Benzylamine → benzyl(5-bromo-4-nitro-2-propyl-2H-pyrazol-3-yl)amine

HRID 1181154
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HRID 1181154 반응식
[CH2:1]([N:4]1[C:8]([Br:9])=[C:7]([N+:10]([O-:12])=[O:11])[C:6]([Br:13])=[N:5]1)[CH2:2][CH3:3].[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCO>[CH2:14]([NH:21][C:8]1[N:4]([CH2:1][CH2:2][CH3:3])[N:5]=[C:6]([Br:13])[C:7]=1[N+:10]([O-:12])=[O:11])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Br:9][C:8]1[C:7]([N+:10]([O-:12])=[O:11])=[C:6]([Br:13])[NH:5][N:4]=1
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참가 물질

5

반응물 2

HCID 7504BenzylamineHCID 130072253,5-dibromo-1-propyl-4-nitro-1H-pyrazole

생성물 2

HCID 13007229benzyl(5-bromo-4-nitro-2-propyl-2H-pyrazol-3-yl)amineHCID 137079943,5-Dibromo-4-nitro-1H-pyrazole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1-propyl-3,5-dibromo-4-nitropyrazole (19.4 g, 62 mmol), EtOH (500 ml) and benzylamine (40 g, 373 mmol) was refluxed for 15 hours. The reaction medium was concentrated to the maximum under reduced pressure. The residue was suspended in EtOAc (100 ml ), the insoluble part was separated out by filtration and the filtrate was evaporated to dryness. The black oil obtained was purified by column chromatography (eluent: EtOAc/hexane) to give the benzyl(5-bromo-4-nitro-2-propyl-2H-pyrazol-3-yl)amine in the form of a yellow solid (9 g; 29%) from 3,5-dibromo-4-nitropyrazole.

후처리

  1. temperaturewas refluxed for 15 hours
  2. concentrationThe reaction medium was concentrated to the maximum under reduced pressure
  3. customthe insoluble part was separated out by filtration
  4. customthe filtrate was evaporated to dryness
  5. customThe black oil obtained
  6. customwas purified by column chromatography (eluent: EtOAc/hexane)

출처 및 근거

ORD 기록
ord-6a276ecd548e4b60acf3d70fd8f60de2
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07285136B2

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