反应详情

A solution of N-methyl-chloroformimidoyl chloride (1.12 g), 2-(5-methylimidazol-4-ylmethylthio)ethylamine (0.855 g) and DBU (0.988 g) in CH2Cl2 (16 ml was heated under reflux for 6 hrs. To the reaction mixture containing N'-methyl-N-[2-(5-methylimidazol-4-ylmethylthio)ethyl]chloroformamidine was added a solution of cyanamide (0.84 g) and DBU (3.04 g) in CH2Cl2 (16 ml). After refluxing for 15 hrs., the solvent was removed and the residue was chromatographed [SiO2, CH3CN-CH3OH (4:1)]. The crude product was purified by preparative chromatography [SiO2, CH3COOC2H5 --CH3OH-- 28% NH3 (aq) (10:1:1)] and then recrystallization from CH3CN to give N"-cyano-N-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]guanidine (0.24 g). Yield 19.0%, m.p. 139°-141° C.

1. temperatureunder reflux for 6 hrs
2. temperatureAfter refluxing for 15 hrs
3. custom, the solvent was removed
4. customthe residue was chromatographed [SiO2, CH3CN-CH3OH (4:1)]
5. customThe crude product was purified by preparative chromatography [SiO2, CH3COOC2H5 --CH3OH-- 28% NH3 (aq) (10:1:1)]
6. customrecrystallization from CH3CN