Reacción #336843

Ecuación de reacción

hydrochloric acid

sodium hydroxide

diethyl oxalacetate sodium salt

4-Chlorobenzenecarboximidamide monohydrochloride

→

title compound

Rendimiento 45.0%

2-(4-chlorophenyl)-1,6-dihydro-6-oxo-4-pyrimidinecarboxylic acid

Rendimiento 45.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONAfter 1 h the solids had dissolved
2. 2
   workup.ADDITIONwas slowly added (causing foaming) until the pH
3. 3
   OtroThe solid was isolated by filtration
4. 4
   Lavadowashed with water and methanol
5. 5
   OtroThe solid was then triturated twice with hot methanol
6. 6
   Lavadowashed repeatedly with 1 N hydrochloric acid
7. 7
   Secadoonce with methanol and dried

Procedimiento

To a mixture of diethyl oxalacetate sodium salt (123.2 g, 586 mmol) in water (750 mL) was slowly added aqueous sodium hydroxide (50%, 47 g, 586 mmol). After 1 h the solids had dissolved. 4-Chlorobenzenecarboximidamide monohydrochloride (111.95 g, 586 mmol) was then added, and the mixture was heated at 70° C. overnight. After cooling to room temperature concentrated hydrochloric acid was slowly added (causing foaming) until the pH was lowered to 1.5. The solid was isolated by filtration and washed with water and methanol. The solid was then triturated twice with hot methanol, washed repeatedly with 1 N hydrochloric acid, then once with methanol and dried to afford the title compound (66.07 g).

Fuente