Reacción #460161

Ecuación de reacción

2-Allyloxybenzamidine

ethyl 4-chloro-2-methylthio-5-pyrimidine carboxylate

→

solid

7-Methylthio-2 (2-allyloxyphenyl)-4-oxo-3,4-dihydropyrimido [4.5-d]pyrimidine

Disolventes

acetonitrile

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added to
2. 2
   OtroThe volume of the reaction mixture was reduced by evaporation under reduced pressure

Procedimiento

2-Allyloxybenzamidine (from sodium, 0.22 g, in ethanol, 100 ml, and 2 allyloxybenzamidine hydrochloride, 2.00 g) was dissolved in acetonitrile (50 ml) and the resulting cooled (2° C.) solution was added to a cooled (2° C.) solution of ethyl 4-chloro-2-methylthio-5-pyrimidine carboxylate (2.19 g) in acetonitrile (50 ml). The temperature was allowed to rise and the reaction mixture was stirred overnight at ambient temperature. The volume of the reaction mixture was reduced by evaporation under reduced pressure to yield a solid (0.96 g) which was collected. More product (0.45 g) precipitated from the filtrate. The combined products were recrystallised twice from ethanol to yield the title compound, 340 mg, m.p. 205°-206° C.

Fuente