Reacción #607468

ord-68c1ffa6ddc34379bd6fe87116192aab

Ecuación de reacción

CCc1nc2ccccc2c(=O)n1CCO
2-ethyl-3-(2-hydroxyethyl)quinazoline-4 (3H)-one
O=S(Cl)Cl
thionyl chloride
ClC(Cl)Cl
chloroform
CCc1nc2ccccc2c(=O)n1CCCl
3-(2-chloroethyl)-2-ethylquinazoline-4 (3H)-one
Rendimiento 32.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction medium was heated
  2. 2
    Temperaturato reflux
  3. 3
    Otrothe reaction, which
  4. 4
    workup.ADDITIONwere added
  5. 5
    Otroto precipitate the product
  6. 6
    Filtraciónfiltered
  7. 7
    Lavadowashed with two portions of hexane
  8. 8
    Otrodried

Procedimiento

2-ethyl-3-(2-hydroxyethyl)quinazoline-4 (3H)-one (5.00 g; 22.91 mmol) and thionyl chloride (1.672 mL, 22.91 mmol) were added to a 150 mL reactor, together with 60 mL of chloroform. The reaction medium was heated to reflux and for completing the reaction, which was accompanied through CG/MS. After the end of the reaction, 100 mL of hexane were added and the solution was agitated at room temperature in order to precipitate the product. The resulting suspension was vacuum filtered, washed with two portions of hexane and dried, yielding 3-(2-chloroethyl)-2-ethylquinazoline-4 (3H)-one as a white solid (1.78 g; 7.52 mmol; yield: 32.8%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09326984B2uspto-grants-2016_05