反应详情

A mixture of (2,2,2-trifluoroethyl)isothiocyanate (0.43 g.) and 4-(4-[4-aminopyrimid-2-yl]butyl)imidazole (0.35 g.) was heated under reflux in acetonitrile for 18 hours. It was then evaporated to dryness and the residue purified by medium pressure liquid chromatography using a mixture of CHCl3 /MeOH/aqueous ammonia (s.g. 0.880) 15:1:0.05 v/v/v) as eluant. The appropriate fraction was evaporated to dryness and the residue of the thiourea was dissolved in concentrated ethanolic ammonia (15 ml.) and mercuric oxide (0.2 g.) added. The resulting mixture was stirred at room temperature for 30 minutes, filtered and the filtrate evaporated to dryness. The residue was dissolved in EtOH (10 ml.), treated with a small amount of hydrogen sulphide gas, filtered and the filtrate evaporated to dryness. The residue was crystallised from acetonitrile to give 4-[4-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-yl)butyl]imidazole (0.075 g.), m.p. 191°-193°.

1. temperaturewas heated
2. customIt was then evaporated to dryness
3. customthe residue purified by medium pressure liquid chromatography
4. additiona mixture of CHCl3 /MeOH/aqueous ammonia (s.g. 0.880) 15:1:0.05 v/v/v) as eluant
5. customThe appropriate fraction was evaporated to dryness
6. dissolutionthe residue of the thiourea was dissolved in concentrated ethanolic ammonia (15 ml.)
7. additionmercuric oxide (0.2 g.) added
8. filtrationfiltered
9. customthe filtrate evaporated to dryness
10. dissolutionThe residue was dissolved in EtOH (10 ml.)
11. additiontreated with a small amount of hydrogen sulphide gas
12. filtrationfiltered
13. customthe filtrate evaporated to dryness
14. customThe residue was crystallised from acetonitrile