Реакция #43389

Уравнение реакции

tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione

K2CO3

Iodobenzene

Ethyl acetate

→

title compound

Выход 11.7%

1-Phenyl-tetrahydro-1H-pyrrolo[1,2-a]imidazole-2,5-dione

Выход 11.7%

Растворители

N-methylpyrrolidone

Условия реакции

Обработка

1. 1
   ТемператураThe suspension was heated in a microwave apparatus (250 Watt) for 45 min
2. 2
   Фильтрацияthe solid was filtered
3. 3
   ПромывкаThe organic phase was washed with water
4. 4
   Экстракцияthe aqueous phase was re-extracted with CH2Cl2
5. 5
   Сушкаdried over Na2SO4
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated to dryness
8. 8
   ДругоеThe residue was triturated with isopropyl ether
9. 9
   ФильтрацияThe solid was filtered
10. 10
    Другоеtriturated with water
11. 11
    Фильтрацияfiltered

Методика

To a solution of tetrahydro-pyrrolo[1,2-a]imidazole-2,5-dione (1 g, 7.14 mmol; prepared as described in J. Med. Chem. 36, 4214-4220, 1994,) in N-methylpyrrolidone (NMP, 12 cc), CuI (0.2 g, 1.05 mmol), K2CO3 (1 g, 7.14 mmol) and Iodobenzene (5 g, 24.5 mmol) were added under stirring. The suspension was heated in a microwave apparatus (250 Watt) for 45 min. Ethyl acetate was added to the suspension and the solid was filtered. The organic phase was washed with water and the aqueous phase was re-extracted with CH2Cl2. The organic phases were gathered and dried over Na2SO4, filtered and concentrated to dryness. The residue was triturated with isopropyl ether. The solid was filtered, triturated with water and filtered to yield 0.18 g of the title compound, mp=185-188° C.

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