1H-Isoindole-1,3(2H)-dione, 2-(2-nitrophenyl)- → 2-(2-Aminophenyl)isoindole-1,3-dione

HRID 1836429

反応式

HRID 1836429 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[C:18](=[O:19])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]1=[O:20])([O-])=O>C1C=CC=CC=1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[C:11](=[O:20])[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:18]1=[O:19]

参加物

3

反応物 1

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

生成物 1

HCID 6736762-(2-Aminophenyl)isoindole-1,3-dione収率 40%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a suspension of the 2-(2-nitrophenyl)isoindole-1,3-dione (1.0 g, 3.50 mmol) in benzene, pre-sparged with nitrogen gas, was added 10% palladium on activated carbon (1.0 g). The reaction mixture was placed under an atmosphere of hydrogen gas and was vigorously stirred. After 45 minutes, the reaction mixture was filtered over celite and the filter pad was washed with benzene. Concentration in vacuo gave 236 mg (40%) of 2-(2-aminophenyl)-isoindole-1,3-dione as a yellow solid: 1H NMR (300 MHz, DMSO-d6) δ 8.85 (m, 4H), 7.10 (m, 1H), 6.98 (m, 1H), 6.75 (m, 1H), 6.55 (m, 1H).

後処理

  1. custompre-sparged with nitrogen gas
  2. additionwas added 10% palladium on activated carbon (1.0 g)
  3. filtrationthe reaction mixture was filtered over celite
  4. washthe filter pad was washed with benzene
  5. concentrationConcentration in vacuo

出典と根拠

ORDレコード
ord-0c75ce1b22c946ea89fb0c570c4d3a2c
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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