反应详情

A solution of 2-guanidino-4-[2-(3-cyano-2-methylisothioureido)ethylthiomethyl]thiazole (0.5 g) and 2-[5-dimethylaminomethylfuran-2-ylmethylthio]ethylamine (0.33 g) in acetonitrile (10 ml) was heated under reflux for 48 hours. A further portion of 2-[5-dimethylaminomethylfuran-2-ylmethylthio]ethylamine (0.5 g) was added and the mixture was heated under reflux for 16 hours. The mixture was evaporated to dryness and the residue was partitioned between water and ethyl acetate. The ethyl acetate layer was dried with anhydrous magnesium sulphate and evaporated. The residual gum was triturated four times with warm diethyl ether (10 ml). The residue was further purified by applying to Merck 60 F254 preparative plates and eluting with acetonitrile/ammonia (s.g. 0.880) 7:1 v/v. The product was redissolved in acetonitrile (5 ml), and the solution filtered and evaporated to give 2-guanidino-4-[2-(2-cyano-3-[2-(5-dimethylaminomethylfuran-2-ylmethylthio)ethyl]guanidino)-ethylthiomethyl]thiazole as pale brown gum (0.15 g).

1. temperatureunder reflux for 48 hours
2. temperaturethe mixture was heated
3. temperatureunder reflux for 16 hours
4. customThe mixture was evaporated to dryness
5. customthe residue was partitioned between water and ethyl acetate
6. dry with materialThe ethyl acetate layer was dried with anhydrous magnesium sulphate
7. customevaporated
8. customThe residual gum was triturated four times with warm diethyl ether (10 ml)
9. customThe residue was further purified
10. washeluting with acetonitrile/ammonia (s.g. 0.880) 7:1 v/v
11. dissolutionThe product was redissolved in acetonitrile (5 ml)
12. filtrationthe solution filtered
13. customevaporated