Reacción #367211

Ecuación de reacción

Guanidine hydrochloride

sodium methoxide

guanidine

3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile

→

yellow solid

Rendimiento 42.8%

2,4-Diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine

Rendimiento 42.8%

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe resultant sodium chloride was filtered
2. 2
   Lavadowashed with methanol (10 mL)
3. 3
   Temperaturathe mixture heated
4. 4
   Temperaturaat reflux for 2 hr

Procedimiento

Guanidine hydrochloride (11.46 g, 0.12 mole) in methanol (25 mL) was added to sodium methoxide (6.55 g, 0.12 mole) in methanol (40 mL) and the resultant sodium chloride was filtered and washed with methanol (10 mL). The guanidine solution was added to 3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile (11.5 g, 0.04 mole) and the mixture heated at reflux for 2 hr. Cooling the mixture at 3° C. provided 5.38 g of yellow solid in two crops. HPLC assayed yield of 28.6%. A sample recrystallized from alcohol/water gave mp 232°-4° C.

Fuente