反应详情

Stannous chloride dihydrate (55.0 g) was added portionwise to a stirred suspension of 1-(3-methyl-4-nitrophenyl)imidazole (10.0 g) in absolute ethanol (100 cm3). After heating under reflux for 4 hours, the cooled mixture was basified to pH8 with aqueous 2.5M sodium hydroxide solution and filtered. The filtrate was evaporated in vacuo, partitioned between chloroform (100 cm3) and water (50 cm3), and the aqueous phase was further extracted with chloroform (3×50 cm3). The combined and dried (MgSO4) extracts were concentrated in vacuo to give a solid which was recrystallised from ethyl acetate to afford 1-(4-amino-3-methylphenyl)imidazole)imidazole, m.p. 131°-134°, (4.7 g).

1. temperatureAfter heating
2. temperatureunder reflux for 4 hours
3. filtrationfiltered
4. customThe filtrate was evaporated in vacuo
5. custompartitioned between chloroform (100 cm3) and water (50 cm3)
6. extractionthe aqueous phase was further extracted with chloroform (3×50 cm3)
7. dry with materialdried (MgSO4) extracts
8. concentrationwere concentrated in vacuo
9. customto give a solid which
10. customwas recrystallised from ethyl acetate