Ethanol → 4-(4-Aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinoline

HRID 387694ノート

反応式

HRID 387694 の反応式
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][O:16][CH3:17])[N:9]=[CH:8][CH:7]=[C:6]2[O:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=1)#[N:2].[Cl-].[NH4+].C(O)C>[Fe].O>[NH2:25][C:22]1[CH:21]=[CH:20][C:19]([O:18][C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH2:14][CH2:15][O:16][CH3:17])=[C:3]([C:1]#[N:2])[CH:4]=3)[N:9]=[CH:8][CH:7]=2)=[CH:24][CH:23]=1

参加物

6

反応物 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 229363416-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinoline

生成物 1

HCID 229365064-(4-Aminophenoxy)-6-cyano-7-(2-methoxyethoxy)quinoline収率 72.6%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

6-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinoline (1.8 g), iron (1.8 g) and ammonium chloride (3.6 g) were suspended in an ethanol (30 ml)-water (7 ml) mixed solvent and the suspension was heated and stirred at 80° C. for 2 hours. After completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate and concentrated. The obtained solid was washed with ether and dried to obtain 1.2 g of the title compound.

後処理

  1. additionmixed solvent
  2. temperaturethe suspension was heated
  3. customAfter completion of the reaction
  4. filtrationthe reaction mixture was filtered with celite
  5. washwashed in ethyl acetate
  6. washThe organic layer was washed with saturated saline
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. washThe obtained solid was washed with ether
  10. customdried

出典と根拠

ORDレコード
ord-fa30f18fc7a94ccbb6877e7078efd6e9
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

反応ノート

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