Phthalic Anhydride → 1H-Isoindole-1,3(2H)-dione, 2-(2-nitrophenyl)-

HRID 859154

반응식

HRID 859154 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[C:11]1(=O)[O:16][C:14](=[O:15])[C:13]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:12]12>C(O)(=O)C>[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[N:6]1[C:14](=[O:15])[C:13]2[C:12](=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:11]1=[O:16])([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 6811Phthalic AnhydrideHCID 69462-Nitroaniline

생성물 1

HCID 1013131H-Isoindole-1,3(2H)-dione, 2-(2-nitrophenyl)-수율 121.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a mixture of 2-nitroaniline (1 g, 7.23 mmol) in acetic acid (5 mL) was added phthalic anhydride (1.29 g, 8.7 mmol) followed by stirring at ambient temperature for 16 h. The mixture was then heated at reflux for 20 h. Upon cooling, a yellow precipitate formed and was collected by filtration. The filtrate was washed with acetic acid and was dried under a under a stream of air to give 2.35 g (100%) of 2-(2-nitrophenyl)isoindole-1,3-dione: 1H NMR (300 MHz, DMSO-d6) δ 8.21 (m, 1H), 8.02–7.95 (m, 5H), 7.77 (m, 2H).

후처리

  1. temperatureThe mixture was then heated
  2. temperatureat reflux for 20 h
  3. temperatureUpon cooling
  4. customa yellow precipitate formed
  5. filtrationwas collected by filtration
  6. washThe filtrate was washed with acetic acid
  7. customwas dried under a under a stream of air

출처 및 근거

ORD 기록
ord-cfef55bccd114a1582a70315f056a556
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07151112B1

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