反应详情

2-[2-(2,2,2-Trifluoroethyl)guanidino]-4-[2-(3-methylsulphonyl-2-methylisothioureido)ethylthiomethyl]thiazole (0.4 g.) was dissolved in ethanolic methylamine (33% w/v 15 ml.) and allowed to stand at room temperature for 64 hours. The solvent was evaporated and the residual gum was purified by preparative thin layer chromatography using chloroform/methanol/ammonia 8:2:0.2 v/v/v as developing solvent. The appropriate zone of the chromatogram was isolated and extracted with methanol/ammonia 10:1 v/v (50 ml.). The solvent was evaporated and the residual gum was dissolved in acetonitrile, filtered and the filtrate evaporated. The residual gum was dissolved in methanol and treated with a solution of excess fumaric acid in methanol. The solvent was evaporated and the residue triturated with acetonitrile to give 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[2-(2-methylsulphonyl-3-methylguanidino)ethylthiomethyl]thiazole as a cream solid (0.29 g.), m.p. 118°-123° (decomp.), containing 1.5 molar equivalents of fumaric acid.

1. customThe solvent was evaporated
2. customthe residual gum was purified by preparative thin layer chromatography
3. customThe appropriate zone of the chromatogram was isolated
4. extractionextracted with methanol/ammonia 10:1 v/v (50 ml.)
5. customThe solvent was evaporated
6. dissolutionthe residual gum was dissolved in acetonitrile
7. filtrationfiltered
8. customthe filtrate evaporated
9. dissolutionThe residual gum was dissolved in methanol
10. additiontreated with a solution of excess fumaric acid in methanol
11. customThe solvent was evaporated
12. customthe residue triturated with acetonitrile