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Ethanol → 4-Ethoxy-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 801
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HRID 801 반응식
[CH2:1]([OH:3])[CH3:2].[H-].[Na+].Cl[C:7]1[CH:12]=[C:11](Cl)[N:10]=[C:9]([S:14][CH3:15])[N:8]=1.[F:16][C:17]([F:26])([F:25])[C:18]1[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=1>C1COCC1.CN(C=O)C>[CH2:1]([O:3][C:7]1[CH:12]=[C:11]([O:24][C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:25])[F:26])[CH:19]=2)[N:10]=[C:9]([S:14][CH3:15])[N:8]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydride2회HCID 805314,6-Dichloro-2-(methylthio)pyrimidine

생성물 1

HCID 196938684-Ethoxy-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

시약·촉매·용매 2

HCID 6228Dimethylformamide
용매
HCID 8028Tetrahydrofuran용매

실험 절차

Ethanol (1.18 g, 0.0256×1.0 mol) and NaH (1.02 g, (ca.60% in mineral oil), 0.0256×1.0 mol) were dissolved in THF and 4,6-dichloro-2-methylthiopyrimidine (Compound No. VII-23)(5.0 g, 0.0256 mol) was added thereto. The resulting solution was stirred for about 30 minutes at room temperature. To this reaction solution, m-trifluoromethyl-phenol (6.23 g, 0.0256×1.5 mol), NaH (1.54 g, (ca.60% in mineral oil), 0.0256×1.5 mol), and KI (2.12 g, 0.0256×0.5 mol) dissolved in DMF were added. The resulting solution was refluxed for about 7 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate to separate an organic phase. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, and thereafter purified on a silica gel column.

후처리

  1. additionVII-23)(5.0 g, 0.0256 mol) was added
  2. additionwere added
  3. temperatureThe resulting solution was refluxed for about 7 hours
  4. customThe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  5. customto separate an organic phase
  6. washThe organic phase was washed with aqueous saturated sodium chloride
  7. dry with materialdried over anhydrous sodium sulfate
  8. concentrationconcentrated
  9. custompurified on a silica gel column

출처 및 근거

ORD 기록
ord-0c41a886f892437a80e1ebfc69bc8999
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05723412

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