Reacción #5540

ord-201221c47b48468e8dcff804deda74d1

Ecuación de reacción

NCCSc1cccc2nccn12
5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine
O=C1OC(=O)c2ccccc21
phthalic anhydride
O=C(O)c1ccccc1C(=O)NCCSc1cccc2nccn12
desired product
Rendimiento 84.8%
O=C(O)c1ccccc1C(=O)NCCSc1cccc2nccn12
5-[2-[2-(carboxy)benzoylamino]ethylthio]imidazo[1,2-a]pyridine
Rendimiento 84.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaheated
  2. 2
    Temperaturaat reflux for 5 hours
  3. 3
    TemperaturaThe reaction mixture was cooled
  4. 4
    OtroThe crystals precipitated
  5. 5
    Filtraciónwere filtered off
  6. 6
    Lavadowashed with chloroform
  7. 7
    Otrodried

Procedimiento

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine (1.12 g, 5.8 mmoles) in chloroform (58 ml) was added phthalic anhydride (1.12 g, 7.56 mmoles) and the mixture was stirred at room temperature for 14 hours and then heated at reflux for 5 hours. The reaction mixture was cooled by standing. The crystals precipitated were filtered off, washed with chloroform and dried to obtain 1.68 g of the desired product (84.8%, colorless crystals).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05244908uspto-grants-1993_09