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Formaldehyde → [2-(3-Methylphenyl)-1H-imidazole-4,5-diyl]dimethanol

HRID 2419117
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HRID 2419117 반응식
[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[NH:8][CH:9]=[CH:10][N:11]=2)[CH:2]=1.[CH2:13]=[O:14].[C:15](=[O:18])([O-])[O-].[K+].[K+]>>[C:1]1([CH3:12])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[NH:11][C:10]([CH2:15][OH:18])=[C:9]([CH2:13][OH:14])[N:8]=2)[CH:2]=1
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참가 물질

4

반응물 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 126227242-(3-Methylphenyl)-1H-imidazole

생성물 1

HCID 22764400[2-(3-Methylphenyl)-1H-imidazole-4,5-diyl]dimethanol수율 9%

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온도
90 °C

실험 절차

A reaction vessel equipped with a stirrer and a reflux condenser was charged with 15.8 g (0.1 mole) of 2-m-tolylimidazole, 24 ml (0.3 mole) of 37% formalin and 2 g (0.015 mole) of potassium carbonate. They were heated at about 90° C. for 1 hour with stirring. The contents were cooled, and the crystals were collected by filtration. The crystals collected were boiled together with 50 ml of water, cooled, and again collected by filtration. The crystals so collected were then boiled together with 20 ml of toluene, cooled, and collected by filtration. The crystals were recrystallized from methanol to afford 2-m-tolyl-4,5-dihydroxymethyl imidazole as a final product in an amount of 2 g (yield 9%). The thin-layer chromatography (Alumina G, ethanol) of these crystals gave only one spot at Rf = 0.7.

후처리

  1. customA reaction vessel equipped with a stirrer and a reflux condenser
  2. temperatureThe contents were cooled
  3. filtrationthe crystals were collected by filtration
  4. customThe crystals collected
  5. temperaturecooled
  6. filtrationagain collected by filtration
  7. customThe crystals so collected
  8. temperaturecooled
  9. filtrationcollected by filtration
  10. customThe crystals were recrystallized from methanol

출처 및 근거

ORD 기록
ord-d6bb02576d144f90a82e5b6d8e79d298
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04104473

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