Maleimide → 1,3,3a,4,7,7a-hexahydro-4-(2-nitrophenyl)-1,3-dioxo-7-phenyl-2H-isoindole

HRID 1165796노트

반응식

HRID 1165796 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([O-:3])=[O:2].[C:20]1(=[O:26])[NH:24][C:23](=[O:25])[CH:22]=[CH:21]1>C1(C)C=CC=CC=1.ClCCl>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH:11]=[CH:12][CH:13]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:22]2[CH:21]1[C:20](=[O:26])[NH:24][C:23]2=[O:25])([O-:3])=[O:2]

참가 물질

5

반응물 2

HCID 10935Maleimide2회HCID 13270651(E,E)-1-(2-nitrophenyl)-4-phenyl-1,3-butadiene

생성물 1

HCID 146772841,3,3a,4,7,7a-hexahydro-4-(2-nitrophenyl)-1,3-dioxo-7-phenyl-2H-isoindole

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매

반응 조건

온도
130 °C

실험 절차

7.5 g (29.8 mmole) (E,E)-1-(2-nitrophenyl)-4-phenyl-1,3-butadiene and 2.9 g (29.9 mmole) maleic acid imide are heated in 10 ml toluene to 130° C. for 12 hours. After addition of 1.5 g (15.5 mmole) maleic acid imide it is heated at 130° C. for a further 24 hours. After cooling, it is diluted with 40 ml dichloromethane, the product filtered off, and crystallized from ethanol. One obtains 1,3,3a,4,7,7a-hexahydro-4-(2-nitrophenyl)-1,3-dioxo-7-phenyl-2H-isoindole in the form of pale yellow crystals, which decompose from 200°-208° C.

후처리

  1. temperatureAfter cooling
  2. filtrationthe product filtered off
  3. customcrystallized from ethanol

출처 및 근거

ORD 기록
ord-6485574def09417fb1602cf1b1443420
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912107

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