Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)- → HCID 178419049、化合物

HRID 7464

反応式

HRID 7464 の反応式
[N:1]([O-])=O.[Na+].[CH3:5][C:6]([C:8]1[C:13]([NH2:14])=[CH:12][C:11]([O:15][CH3:16])=[C:10]([O:17][CH3:18])[CH:9]=1)=[O:7]>C(O)(=O)C.S(=O)(=O)(O)O>[OH:7][C:6]1[C:8]2[C:13](=[CH:12][C:11]([O:15][CH3:16])=[C:10]([O:17][CH3:18])[CH:9]=2)[N:14]=[N:1][CH:5]=1

参加物

5

反応物 2

HCID 602085Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)-HCID 23668193Sodium Nitrite

生成物 1

HCID 178419049HCID 178419049、化合物収率 87.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 1118Sulfuric Acid溶媒

反応条件

温度
80 °C

実験手順

The starting material, 4-hydroxy-6,7-dimethoxycinnoline was obtained by adding a solution of sodium nitrite (1.9 g, 27 mmol) to a solution of 2-amino-4,5-dimethoxyacetophenone (5 g, 0.025 mol) in acetic acid (90 ml) and sulphuric acid (15 ml) at a rate to maintain the temperature below 20° C. The mixture was heated at 80° C. for 90 minutes. After cooling and concentrating the solution to half its original volume, the residue was poured into ether (800 ml). The solid was collected by filtration and suspended in water (200 ml). After adjusting to pH7 with sodium hydroxide the solid was filtered, washed with water, methanol and methylene chloride to give 4-hydroxy-6,7-dimethoxycinnoline (4.5 g, 87%).

後処理

  1. temperatureto maintain the temperature below 20° C
  2. temperatureAfter cooling
  3. concentrationconcentrating the solution to half its original volume
  4. additionthe residue was poured into ether (800 ml)
  5. filtrationThe solid was collected by filtration
  6. filtrationwas filtered
  7. washwashed with water, methanol and methylene chloride

出典と根拠

ORDレコード
ord-a0ab3c0fa52b4471a489048eafec37c1
出典データセット
uspto-grants-2006_08
特許番号
US07087602B2

関連ノート

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