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

HRID 1433343

반응식

HRID 1433343 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 23925Iron촉매HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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 brine, dried over magnesium sulfate and concentrated. The obtained solid was washed with ether and dried to obtain 1.2 g of the title compound.

후처리

  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 brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. washThe obtained solid was washed with ether
  10. customdried

출처 및 근거

ORD 기록
ord-8493b43b9bf04d0fa208cf4201bd1b2f
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612092B2

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