Reacción #356934

Ecuación de reacción

Ethanol

sodium hydroxide

Benzamidine hydrochloride

ethylbenzoate

→

desired product

Rendimiento 57.0%

2,6-Diphenyl-3H-pyrimidin-4-one

Rendimiento 57.0%

Disolventes

H2O

H2O

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas obtained
2. 2
   Otroyielding a thick suspension, which
3. 3
   Filtraciónwas then filtered
4. 4
   Otroto give a white solid
5. 5
   LavadoAfter washing with diethyl ether
6. 6
   Otroto remove unreacted/excess β-ketoester the solid
7. 7
   Otrowas dried in vacuo

Procedimiento

Benzamidine hydrochloride (3.9 g, 24.9 mmol) was dissolved in a minimal amount of H2O (10 mL), to this was added sodium hydroxide pellets (1.0 g, 24.9 mmol, 1 eq.) dissolved in H2O (2 mL), followed by ethylbenzoate (4.53 mL, 26.1 mmol, 1.05 eq.). Ethanol was then added until a clear solution was obtained. The reaction mixture was then allowed to stir at room temperature overnight yielding a thick suspension, which was then filtered to give a white solid. After washing with diethyl ether to remove unreacted/excess β-ketoester the solid was dried in vacuo to give 57% of the desired product. 1H NMR δ (DMSO-d6): 8.31-8.18 (m, 5H, Ar), 7.60-7.54 (m, 5H, Ar), 6.92 (s, 1H, Ar).

Fuente