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Dimethyl Sulfate → 4-Methoxy-1H-quinolin-2-one

HRID 896357
ノート
印刷プレビュー

反応式

HRID 896357 の反応式
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:13](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH3:13][O:12][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2](=[O:1])[CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 1785165532-hydroxy-1H-quinolin-4-one

生成物 1

HCID 6001674-Methoxy-1H-quinolin-2-one収率 54%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a suspension of 2,4-dihydroxy quinoline (3.00 g, 18.6 mmol) and potassium carbonate (5.14 g, 37.2 mmol) in acetone (500 mL) was added dimethyl sulfate (2.1 mL, 22 mmol) and the resulting mixture heated at reflux during 5 hrs. The solvent was removed in vacuo and the residue triturated in water. The product was collected by filtration, washed with water and triturated from methanol to give 4-methoxy 2-quinolone (1.76 g, 54%) as a white solid, that had identical 1H NMR data as reported (Reisch et al., Arch. Pharm., 1980, 313, 751-755). 3-(2,2,2-Trifluoro-ethyl)-1H-quinazoline-2,4-dione

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux during 5 hrs
  3. customThe solvent was removed in vacuo
  4. customthe residue triturated in water
  5. filtrationThe product was collected by filtration
  6. washwashed with water
  7. customtriturated from methanol

出典と根拠

ORDレコード
ord-044cf7a0e32a4857bf971eadda2bd2da
出典データセット
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06919331B2

反応ノート

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