Reacción #7731

Ecuación de reacción

oxalacetic acid diethyl ester

guanidine carbonate

→

2-Amino-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester

Disolventes

water

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux for 2 hours
2. 2
   Concentraciónconcentrated
3. 3
   Otroto removed ethanol
4. 4
   Filtraciónthe solid was collected by filtration
5. 5
   Temperaturaconcentrated hydrochloric acid (1 mL) and refluxed for 15 minutes
6. 6
   TemperaturaThe mixture was then cooled
7. 7
   workup.ADDITIONdiluted with water
8. 8
   Concentraciónconcentrated
9. 9
   Otroto removed ethanol
10. 10
    FiltraciónThe white solid was collected by filtration and vacuum
11. 11
    Otrodried
12. 12
    Otroto give J1.1 (1.67 g, 20%)

Procedimiento

A solution of oxalacetic acid diethyl ester (8.5 g, 45.2 mmol) in ethanol (100 mL) was treated with guanidine carbonate (8.1 g, 45.2 mmol) and this was stirred under reflux for 2 hours. The mixture was diluted with water, concentrated to removed ethanol, and the solid was collected by filtration. The solid was then suspended in ethanol (40 mL) and concentrated hydrochloric acid (1 mL) and refluxed for 15 minutes. The mixture was then cooled, basified with potassium carbonate, diluted with water and concentrated to removed ethanol. The white solid was collected by filtration and vacuum dried to give J1.1 (1.67 g, 20%). 1H-NMR (DMSO-d6) δ: 10.34 (1H, br s), 8.92 (1H, br s), 7.46 (1H, br, s), 5.42 (1H, s), 4.18 (2H, q, J=7 Hz), 1.24 (3H, t, J=7 Hz).

Fuente