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

HRID 1836428

反応式

HRID 1836428 の反応式
[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]

参加物

4

反応物 2

HCID 6811Phthalic AnhydrideHCID 69462-Nitroaniline

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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) δ8 8.21 (m, 1H), 8.02-7.95 (m, 5H), 7.77 (m, 2H).

後処理

  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

出典と根拠

ORDレコード
ord-d2682b66907745169d4cc59f63292860
出典データセット
uspto-grants-2004_08
特許番号
US06777432B1

関連ノート

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