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Quinoline → 2,7-bis(N-3-pyridylacetylamino)dibenzodioxin

HRID 905537
노트
인쇄 미리보기

반응식

HRID 905537 반응식
[C:1]([NH:4][C:5]1[CH:22]=[CH:21][C:8]2[O:9][C:10]3[CH:16]=[C:15]([NH:17][C:18](=[O:20])[CH3:19])[CH:14]=[CH:13][C:11]=3[O:12][C:7]=2[CH:6]=1)(=[O:3])[CH3:2].I[C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1.C(=O)([O-])[O-].[K+].[K+].[N:36]1[C:45]2[C:40](=CC=CC=2)[CH:39]=[CH:38][CH:37]=1>[Cu]I.O.C(Cl)Cl>[N:26]1[CH:27]=[CH:28][CH:29]=[C:24]([CH2:19][C:18]([NH:17][C:15]2[CH:14]=[CH:13][C:11]3[O:12][C:7]4[CH:6]=[C:5]([NH:4][C:1](=[O:3])[CH2:2][C:38]5[CH:37]=[N:36][CH:45]=[CH:40][CH:39]=5)[CH:22]=[CH:21][C:8]=4[O:9][C:10]=3[CH:16]=2)=[O:20])[CH:25]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 7047QuinolineHCID 11430Potassium CarbonateHCID 707143-IodopyridineHCID 578925072,7-Bis(acetylamino)dibenzodioxin

생성물 1

HCID 673893532,7-bis(N-3-pyridylacetylamino)dibenzodioxin

시약·촉매·용매 3

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 962Water용매
HCID 6344Dichloromethane용매

반응 조건

온도
170 °C

실험 절차

A slurry prepared from 7.0 g (0.023 mole) of 2,7-bis(acetylamino)dibenzodioxin, 12.0 g (0.059 mole) of 3-iodopyridine, 9.8 g (0.051 mole) of copper (I) iodide, 12.9 g (0.093 mole) of potassium carbonate, and 230 ml of quinoline was heated with stirring at 170° C. for 48 hours. The reaction mixture was cooled to room temperature, 100 ml of methylene chloride and 100 ml of water were added, and a precipitate was separated by filtration. To the filtrate was added 100 ml of water and the organic layer was separated from the aqueous layer. The organic layer was concentrated and dried under reduced pressure to give 23.5 g of a crude product which was used without purification in the next reaction.

후처리

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customa precipitate was separated by filtration
  4. additionTo the filtrate was added 100 ml of water
  5. customthe organic layer was separated from the aqueous layer
  6. concentrationThe organic layer was concentrated
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-0ab7ca54bcbc4db89a8e7dd6e3a56049
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012606B2

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