Reacción #1797471

ord-01e57f5a2f2b40a787bfc70657b162c9

Ecuación de reacción

C1=C(c2cc3ccccc3[nH]2)Cc2ccccc21
2-(2-indenyl)indole
O=C1C=CC(=O)N1
maleimide
O=C1NC(=O)C2C1C1=C(Cc3ccccc31)C1Nc3ccccc3C12
white solid
Rendimiento 62.3%
O=C1NC(=O)C2C1C1=C(Cc3ccccc31)C1Nc3ccccc3C12
4c,7a,7b,12a-Tetrahydro-6H,12H,13H-indeno[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(5H, 7H)dione
Rendimiento 62.3%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrosealed
  2. 2
    Otroreaction
  3. 3
    Temperaturavial was heated at 180°-190° C. for 30 min
  4. 4
    TemperaturaAfter cooling
  5. 5
    Otrothe reaction to ambient temperature
  6. 6
    OtroThe product was collected

Procedimiento

A mixture of 2-(2-indenyl)indole (1.0 g, 4.3 mmol) and maleimide (525 mg, 5.41 mmol) in a 10 cm sealed reaction vial was heated at 180°-190° C. for 30 min. After cooling the reaction to ambient temperature, MeOH (5 mL) was added. The product was collected to give 880 mg (62%) of a white solid product with a m.p. of 254°-255° C. (MeOH). The following NMR data were obtained: 1H NMR (DMSO-d6, 300 MHz): δ3.1-3.4 (m, 2H), 3.8 (m, 2H), 3.95 (t, 1H), 4.35 (d, 1H), 6.9-7.4 (m, 7H), 7.75 (d, 1H), 11.05 (s, 1H), 11.25 (s, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07789610B2uspto-grants-2010_09