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

HRID 1884558ノート

反応式

HRID 1884558 の反応式
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

参加物

6

反応物 4

HCID 180Acetone2 回HCID 8857Ethyl AcetateHCID 230702-Bromo-3-pyridinolHCID 80597m-Bromobenzenethiol

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f49ea9b6a7154a0ab00e59db30e29544
出典データセット
uspto-grants-2004_07
特許番号
US06765095B2

反応ノート

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