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Hydrochloric Acid → 1H-Imidazole-2-propanol, 5-((3,5-dichlorophenyl)thio)-1-ethyl-4-(1-methylethyl)-

HRID 1857774
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HRID 1857774 반응식
C([O:8][CH2:9][CH2:10][CH2:11][C:12]1[N:13]([CH2:29][CH3:30])[C:14]([S:20][C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[C:23]([Cl:28])[CH:22]=2)=[C:15]([CH:17]([CH3:19])[CH3:18])[N:16]=1)C1C=CC=CC=1.Cl.C(=O)([O-])O.[Na+]>>[Cl:27][C:25]1[CH:26]=[C:21]([S:20][C:14]2[N:13]([CH2:29][CH3:30])[C:12]([CH2:11][CH2:10][CH2:9][OH:8])=[N:16][C:15]=2[CH:17]([CH3:18])[CH3:19])[CH:22]=[C:23]([Cl:28])[CH:24]=1
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참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22130218HCID 22130218, 화합물

생성물 1

HCID 4740851H-Imidazole-2-propanol, 5-((3,5-dichlorophenyl)thio)-1-ethyl-4-(1-methylethyl)-수율 75.2%

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온도
110 °C

실험 절차

To 5.3 g (11.4 mmol) of the above oil (136b) was added 24 ml of concentrated hydrochloric acid and the mixture was heated at 110° C. for 2 hours. After cooling, the mixture was neutralized with sodium hydrogen carbonate and extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate, arid concentrated under reduced pressure. The residue was purified by silica gel column chromatography (3% methanol-ethyl acetate) and recrystallized from n-hexane to provide 3.2 g (yield 75%) of 3-(5-(3,5-dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)-propan-1-ol (137b) as crystals. mp 73° C.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationarid concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (3% methanol-ethyl acetate)
  7. customrecrystallized from n-hexane

출처 및 근거

ORD 기록
ord-fd10960f67d64e5286a29126e8111071
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06147097

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