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Dimethyl Sulfate → N-(4-methoxy-2-methylquinolin-6-yl)acetamide

HRID 1070460
ノート
印刷プレビュー

反応式

HRID 1070460 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1.S(OC)(O[CH3:21])(=O)=O>C1(C)C=CC=CC=1>[CH3:21][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]=[C:4]([CH3:16])[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6497Dimethyl SulfateHCID 178474057HCID 178474057、化合物

生成物 1

HCID 4785621N-(4-methoxy-2-methylquinolin-6-yl)acetamide収率 52.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
70 °C

実験手順

To a suspension of N-(4-hydroxy-2-methyl-6-quinolyl)acetamide (100 g, 0.46 mol) obtained in Preparation Example 1-1, Step 2 in toluene (490 ml) was added dimethyl sulfate (75 ml, 0.79 mol) and the mixture was refluxed under heating for 8 hr. The resulting precipitate was collected by filtration, dissolved in water (1350 ml) and heated to 70° C. The solution was filtered and 35% aqueous sodium hydroxide solution (100 ml) was added to the filtrate. The resulting precipitate was collected by filtration to give N-(4-methoxy-2-methyl-6-quinolyl)acetamide (55.3 g, 52%, pale-brown crystals).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 8 hr
  3. filtrationThe resulting precipitate was collected by filtration
  4. dissolutiondissolved in water (1350 ml)
  5. filtrationThe solution was filtered
  6. addition35% aqueous sodium hydroxide solution (100 ml) was added to the filtrate
  7. filtrationThe resulting precipitate was collected by filtration

出典と根拠

ORDレコード
ord-221fc4df09f04ab982ed9cf1b1a176ea
出典データセット
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06903094B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート