Reacción #2298637

ord-758f954820f04b139e444eadcf56c573

Ecuación de reacción

O=Cc1ccc(O)cc1
4-hydroxybenzaldehyde
O=C([O-])[O-].[K+].[K+]
K2CO3
Cn1c(CCl)nc2ccccc2c1=O
2-chloromethyl-3-methyl-4-oxo-3,4-dihydroquinazoline
Cn1c(COc2ccc(C=O)cc2)nc2ccccc2c1=O
title compound
Rendimiento 72.0%
Cn1c(COc2ccc(C=O)cc2)nc2ccccc2c1=O
4-[[3-Methyl-4-oxo-3,4-dihydro-2-quinazolinyl]methoxy]benzaldehyde
Rendimiento 72.0%

Disolventes

Condiciones de reacción

Temperatura
30°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGstirred further for 90 minutes at the same temperature
  2. 2
    Lavadowashed with aqueous Na2CO3 solution (3×50 ml)
  3. 3
    Secadowith brine, dried over anhydrous Na2SO4
  4. 4
    Concentraciónconcentrated

Procedimiento

A mixture of 4-hydroxybenzaldehyde (3.21 g, 26.3 mmol and K2CO3 (3.64 g, 26.3 mmol) in dry DMF (50 ml) was stirred for 15 min at 30° C. To the above stirred mixture a solution of 2-chloromethyl-3-methyl-4-oxo-3,4-dihydroquinazoline (5.0 g, 24.0 mmol) was added and stirred further for 90 minutes at the same temperature. The reaction mixture was diluted with EtOAc (200 ml), washed with aqueous Na2CO3 solution (3×50 ml) and then with brine, dried over anhydrous Na2SO4 and concentrated to yield the title compound (5.08 g, 72%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE039266E1uspto-grants-2006_09