Acetone → 2-[(3-Bromophenyl)thio]-3-pyridinol

HRID 1841541노트

반응식

HRID 1841541 반응식
Br[C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:9][C:10]1[CH:11]=[C:12]([SH:16])[CH:13]=[CH:14][CH:15]=1.CC(C)=O.C(OCC)(=O)C>O1CCCC1>[Br:9][C:10]1[CH:11]=[C:12]([S:16][C:2]2[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:13]=[CH:14][CH:15]=1

참가 물질

6

반응물 4

HCID 180Acetone2회HCID 8857Ethyl AcetateHCID 230702-Bromo-3-pyridinolHCID 80597m-Bromobenzenethiol

생성물 1

HCID 114602232-[(3-Bromophenyl)thio]-3-pyridinol수율 77.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

2-Bromo3-pyridinol (44 g, 250 mmol) and 3-bromothiophenol (30 g, 160 mmol) are dissolved in tetrahydrofuran (hereinafter, occasionally referred to as THF) (100 ml) and dimethylformaldehyde (hereinafter, referred to as DMF) (100 ml), and the mixture is heated under reflux for 5 hours. After being allowed to cool, ethyl acetate (1000 ml) is added to the mixture, and the mixture is washed with 5% aqueous sodium hydroxide solution (50 ml×2) and a saturated brine (100 ml×2), and dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue is recrystallized from ethyl acetate to give the title compound (35 g) as colorless crystals, m.p. 125-126° C.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 5 hours
  3. temperatureto cool
  4. washthe mixture is washed with 5% aqueous sodium hydroxide solution (50 ml×2)
  5. dry with materiala saturated brine (100 ml×2), and dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-9ba748b1e7fe49259861f52110ea293e
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06683186B2

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