Quinoline → 2,7-bis(N-phenylacetylamino)dibenzodioxin

HRID 905536노트

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HRID 905536 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:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].N1[C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)C=CC=1>[Cu]I.O.C(Cl)Cl>[C:24]1([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:40]5[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=5)[CH:22]=[CH:21][C:8]=4[O:9][C:10]=3[CH:16]=2)=[O:20])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

8

반응물 4

HCID 7047QuinolineHCID 11430Potassium CarbonateHCID 11575IodobenzeneHCID 578925072,7-Bis(acetylamino)dibenzodioxin

생성물 1

HCID 673890942,7-bis(N-phenylacetylamino)dibenzodioxin

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매HCID 6344Dichloromethane용매

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온도
170 °C

실험 절차

A slurry prepared from 34.3 g (0.115 mole) of 2,7-bis(acetylamino)dibenzodioxin, 96.4 g (0.576 mole) of iodobenzene, 48.2 g (0.253 mole) of copper (I) iodide, 63.6 g (0.460 mole) of potassium carbonate, and 1500 ml of quinoline was heated with stirring at 170° C. for 48 hours. The reaction mixture was cooled to room temperature, 500 ml of methylene chloride and 500 ml of water were added, and a precipitate was separated by filtration. To the filtrate was added 500 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 79.4 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 500 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-9374108a7280443e8dba6ab2123f1ac4
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012606B2

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