반응 #43389

반응 방정식

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

K2CO3

Iodobenzene

Ethyl acetate

→

title compound

수율 11.7%

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

수율 11.7%

용매

N-methylpyrrolidone

반응 조건

후처리

1. 1
   온도The suspension was heated in a microwave apparatus (250 Watt) for 45 min
2. 2
   여과the solid was filtered
3. 3
   세척The organic phase was washed with water
4. 4
   추출the aqueous phase was re-extracted with CH2Cl2
5. 5
   건조dried over Na2SO4
6. 6
   여과filtered
7. 7
   농축concentrated to dryness
8. 8
   기타The residue was triturated with isopropyl ether
9. 9
   여과The solid was filtered
10. 10
    기타triturated with water
11. 11
    여과filtered

실험 절차

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.

출처