Reacción #66952

ord-7f7f6d236f294044bd0244302e538dad

Ecuación de reacción

Nc1cc[nH]n1
3-aminopyrazole
O=C1OC(=O)c2ccccc21
phthalic anhydride
O=C1c2ccccc2C(=O)N1c1cc[nH]n1
title compound
Rendimiento 92.2%
O=C1c2ccccc2C(=O)N1c1cc[nH]n1
2-(1H-pyrazol-3-yl)-1H-isoindole-1,3(2H)-dione
Rendimiento 92.2%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux for 17 hours
  2. 2
    Otroto reach room temperature
  3. 3
    Otrosolvent was evaporated to dryness
  4. 4
    LavadoResidue was washed with EtOH
  5. 5
    Filtracióna yellowish solid was filtered

Procedimiento

In a 500 mL round-bottom flask a mixture of 3-aminopyrazole (Aldrich, 10 g, 120 mmol) and phthalic anhydride (Aldrich, 24.96 g, 168 mmol) in 1,4-dioxane (150 mL) was stirred at reflux for 17 hours. The reaction was allowed to reach room temperature and solvent was evaporated to dryness. Residue was washed with EtOH and a yellowish solid was filtered to afford 23.6 g (yield 92%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm: 13.09 (br s, 1H), 7.89-7.98 (m, 4H), 7.86 (br s, 1H), 6.36 (d, 1H). [ES+MS] m/z 214 (MH+).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524750B2uspto-grants-2013_09