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

HRID 1836429

반응식

HRID 1836429 반응식
[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]

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0c75ce1b22c946ea89fb0c570c4d3a2c
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06777432B1

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