تفاعل #43389

معادلة التفاعل

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

K2CO3

Iodobenzene

Ethyl acetate

→

title compound

المردود 11.7%

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

المردود 11.7%

المذيبات

N-methylpyrrolidone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe suspension was heated in a microwave apparatus (250 Watt) for 45 min
2. 2
   ترشيحthe solid was filtered
3. 3
   غسيلThe organic phase was washed with water
4. 4
   استخلاصthe aqueous phase was re-extracted with CH2Cl2
5. 5
   تجفيفdried over Na2SO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated to dryness
8. 8
   أخرىThe residue was triturated with isopropyl ether
9. 9
   ترشيحThe solid was filtered
10. 10
    أخرىtriturated with water
11. 11
    ترشيحfiltered

الإجراء التجريبي

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.

المصدر