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Ethylenediamine → N1-(pyridin-4-yl)ethane-1,2-diamine

HRID 11450
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HRID 11450 반응식
[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl.Br[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+]>>[N:10]1[CH:11]=[CH:12][C:7]([NH:3][CH2:2][CH2:1][NH2:4])=[CH:8][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 3301EthylenediamineHCID 11430Potassium CarbonateHCID 881004-Bromopyridinium chloride

생성물 1

HCID 14834209N1-(pyridin-4-yl)ethane-1,2-diamine수율 77%

실험 절차

Ethylenediamine (10.4 ml, 155 mmol) was added to 4-bromopyridine hydrochloride (3.00 g, 15.5 mmol) under a nitrogen atmosphere, and the mixture was refluxed for 1.5 hours. The temperature was cooled to room temperature, potassium carbonate (8.57 g, 62.0 mmol) was added to the reaction mixture, and the whole was stirred for 10 minutes. Then, the solid was filtered out and washed with toluene and 2-propanol successively. The filtrate was concentrated under reduced pressure, the residue was purified by basic silica gel column chromatography, and the resulting solid was filtered off with diisopropyl ether to give 1.63 g (77%) of the titled compound as a pale yellow solid.

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후처리

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. filtrationThen, the solid was filtered out
  3. washwashed with toluene and 2-propanol successively
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by basic silica gel column chromatography
  6. filtrationthe resulting solid was filtered off with diisopropyl ether

출처 및 근거

ORD 기록
ord-058da2b8cb024016b60ad8909917c9ed
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07098226B2

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