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Pyridine → HCID 10522118, 화합물

HRID 1904659
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HRID 1904659 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6][C:5]2=[O:12].N1C=CC=CC=1.O1CCOCC1.[Cl:25][C:26]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29]>ClCCl.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:28](=[O:29])[C:27]1[CH:31]=[CH:32][C:33]([Cl:35])=[CH:34][C:26]=1[Cl:25])[CH2:7][CH2:6][C:5]2=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 312751,4-DioxaneHCID 666452,4-Dichlorobenzoyl chlorideHCID 124791046-Chloro-2,3-dihydroquinolin-4(1H)-one

생성물 1

HCID 10522118HCID 10522118, 화합물수율 89.6%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매

실험 절차

To a mixture of 6-chloro-2,3-dihydro-4(1H)-quinolinone (20 g), pyridine (26 g), and dioxane (200 ml) was added 2,4-dichlorobenzoylchloride (30 g) dropwise under cooling at 0° C. to 5° C with stirring. The mixture was allowed to react at room temperature for additional 3 hours. The reaction mixture was poured into 500 ml of water, then shaken with dichloromethane (1000 ml). The organic layer was washed once with 1 N HCl (100 ml), twice with water (200 ml each) then once with saturated aqueous NaCl solution (200 ml) and dried over anhydrous sodium sulfate. Dichloromethane was removed in vacuo and the residue was recrystallized with dichloromethane and n-hexane to obtain 6-chloro-1-(2,4-dichlorobenzoyl)-2,3-dihydro-4(1H)-quinolinone (yield 35 g) as white crystal.

후처리

  1. temperatureunder cooling at 0° C. to 5° C
  2. customto react at room temperature for additional 3 hours
  3. washThe organic layer was washed once with 1 N HCl (100 ml), twice with water (200 ml each)
  4. dry with materialonce with saturated aqueous NaCl solution (200 ml) and dried over anhydrous sodium sulfate
  5. customDichloromethane was removed in vacuo
  6. customthe residue was recrystallized with dichloromethane and n-hexane

출처 및 근거

ORD 기록
ord-dad613ade8114e47afcd5fe7f861b55d
출처 데이터셋
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04839368

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