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Hydrazine hydrate (1:1) → 6-(3-aminopropoxy)-1-methyl-1H-quinolin-2-one

HRID 1504171
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HRID 1504171 반응식
O.NN.[CH3:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][CH2:16][CH2:17][CH2:18][N:19]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]1=[O:30]>C(O)C>[NH2:19][CH2:18][CH2:17][CH2:16][O:15][C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[N:5]([CH3:4])[C:6](=[O:30])[CH:7]=[CH:8]2
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 669605512-[3-(1-Methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]isoindole-1,3-dione

생성물 1

HCID 669605486-(3-aminopropoxy)-1-methyl-1H-quinolin-2-one수율 77%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Hydrazine hydrate (6.54 ml) was added to a ethanol solution (250 ml) of 2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yloxy)propyl]isoindole-1,3-dione (16.28 g), and stirred while heating under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure. A 1N-sodium hydroxide aqueous solution was added to the residue, and stirred for 30 minutes, and extraction with dichloromethane was performed. The organic layer was washed with water and a saturated sodium chloride aqueous solution, in this order. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound(8.04 g) as a colorless oil.

후처리

  1. temperaturewhile heating
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionA 1N-sodium hydroxide aqueous solution was added to the residue
  5. stirringstirred for 30 minutes
  6. extractionextraction with dichloromethane
  7. washThe organic layer was washed with water
  8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6cf2361bca274163af05de8c06ccbbd0
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09212187B2

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