Реакция #302870

Уравнение реакции

phenylisocyanate

2-aminonicotinic acid methyl ester

→

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

Выход 61.2%

Растворители

pyridine

Условия реакции

Обработка

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

Методика

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.).

Источник