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Imidazole → 1-[1-(4-nitrophenyl)ethyl]-1H-imidazole

HRID 1723121
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HRID 1723121 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.CS(O[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)[CH3:12])(=O)=O>C(#N)C>[N+:19]([C:16]1[CH:17]=[CH:18][C:13]([CH:11]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH3:12])=[CH:14][CH:15]=1)([O-:21])=[O:20]
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참가 물질

4

반응물 2

HCID 795ImidazoleHCID 112187991-(4-Nitrophenyl)ethyl methanesulfonate

생성물 1

HCID 200265621-[1-(4-nitrophenyl)ethyl]-1H-imidazole수율 63.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

(a-2) A mixture of 37.5 parts of 1H-imidazole, 61.3 parts of [1-(4-nitrophenyl)ethyl] methanesulfonate and 200 parts of acetonitrile was stirred and refluxed for 2.50 hours. After cooling, the whole was filtered and the filtrate was evaporated. 150 Parts of water were added and the product was extracted three times with 130 parts of dichloromethane. The combined extracts were dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 34.4 parts (63.3%) of 1-[1-(4-nitrophenyl)ethyl]-1H-imidazole as a solid residue (int. 113).

후처리

  1. temperaturerefluxed for 2.50 hours
  2. temperatureAfter cooling
  3. filtrationthe whole was filtered
  4. customthe filtrate was evaporated
  5. addition150 Parts of water were added
  6. extractionthe product was extracted three times with 130 parts of dichloromethane
  7. customThe combined extracts were dried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was purified by column chromatography over silica gel using
  11. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  12. customThe pure fractions were collected
  13. customthe eluent was evaporated

출처 및 근거

ORD 기록
ord-4755b98b0b424317ab3d63dff308126c
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04859684

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