反应详情

A mixture of 5-nitro-2-(2-propoxyphenyl)-pyrimidin-4(3H)-one (4.34 g) in methanol (120 ml) was treated with hydrogen at atmospheric pressure and ambient temperature in the presence of 10% palladium on carbon (170 mg) for five hours. The reaction mixture was filtered and the filtrate was evaporated under reduced pressure affording a dark oily residue. This was eluted from a silica column with chloroform and the combined fractions containing product were evaporated under reduced pressure to afford the crude title compound as a dark yellow solid, 1.69 g. This was recrystallised from isopropylacetate, then dissolved in boiling 2 Normal hydrochloric acid, and the filtered, cooled solution was washed with chloroform. The acidic solution was neutralised with potassium carbonate which afforded a pale yellow solid, 600 mg, which was recrystallised from acetonitrile to afford the title compound, 250 mg, m.p. 157°-158° C.

1. filtrationThe reaction mixture was filtered
2. customthe filtrate was evaporated under reduced pressure
3. customaffording a dark oily residue
4. washThis was eluted from a silica column with chloroform
5. additionthe combined fractions containing product
6. customwere evaporated under reduced pressure
7. customto afford the crude title compound as a dark yellow solid, 1.69 g
8. customThis was recrystallised from isopropylacetate
9. dissolutiondissolved
10. temperaturethe filtered, cooled solution
11. washwas washed with chloroform
12. customafforded a pale yellow solid, 600 mg, which
13. customwas recrystallised from acetonitrile