反応 #302870

反応方程式

phenylisocyanate

2-aminonicotinic acid methyl ester

→

3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione

収率 61.2%

溶媒

pyridine

反応条件

後処理

1. 1
   温度The mixture was refluxed for 16 hours
2. 2
   その他The pyridine is was removed under reduced pressure
3. 3
   workup.ADDITIONthe residue was treated with 280 ml ethanol
4. 4
   温度The mixture is refluxed for 10 minutes
5. 5
   温度Upon cooling down 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione
6. 6
   その他crystallized from the medium
7. 7
   その他was recrystallized from methoxypropanol

実験手順

17.22 g (144.6 mmol, 15.7 ml) phenylisocyanate was added to a suspenssion of 7.00 g (46.0 mmol) 2-aminonicotinic acid methyl ester in dry pyridine. The mixture was refluxed for 16 hours. The pyridine is was removed under reduced pressure and the residue was treated with 280 ml ethanol. The mixture is refluxed for 10 minutes. Upon cooling down 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione crystallized from the medium and was recrystallized from methoxypropanol. 6.73 g (61%) 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione was isolated (m.p. 304° C.).

出典