反应详情

温度

100 °C

Sodium hydride (14.4 g, 50% suspension in mineral oil) was added cautiously to a stirred and cooled solution of imidazole (20.4 g) in dry N,N-dimethylformamide (100 ml). After the initial vigorous reaction had subsided the mixture was heated to 100° C. for 10 minutes and then stirred at room temperature for a further 1 hour. A solution of 4-(2-chloroethoxy)benzamide (60.0 g) in the minimum volume of N,N-dimethylformamide was added and the mixture was heated at 100° C. for 5.5 hours. The solvent was evaporated and the residue was poured into water. The mixture was extracted several times with chloroform and the combined chloroform extracts were dried (MgSO4) and evaporated to give a mixture of oil and solid. The mixture was triturated with ether and the solid was collected and crystallised from a mixture of methanol and ethyl acetate to give 1-[2-(4-carbamoyl phenoxy)ethyl]imidazole (35.2 g), m.p. 148°-149° C. Found: C, 62.25; H, 5.61; N, 18.54. C12H13N3O2 requires C, 62.32; H, 5.67; N, 18.17%.

1. customAfter the initial vigorous reaction
2. stirringstirred at room temperature for a further 1 hour
3. temperaturethe mixture was heated at 100° C. for 5.5 hours
4. customThe solvent was evaporated
5. additionthe residue was poured into water
6. extractionThe mixture was extracted several times with chloroform
7. dry with materialthe combined chloroform extracts were dried (MgSO4)
8. customevaporated
9. customto give
10. additiona mixture of oil and solid
11. customThe mixture was triturated with ether
12. customthe solid was collected
13. customcrystallised from a mixture of methanol and ethyl acetate