反应详情

A mixture of 3.1 g (±)-N"-cyano-N-[3-[[(3,4-dihydro-2H-1-benzopyran-2yl)methyl]amino]propyl]-N'-ethylguanidine in a solution of 10 ml hydrochloric acid in 2-propanol and 50 ml methanol was stirred and refluxed for 30 minutes. The solvent was evaporated. The residue was dissolved in water and this mixture was alkalized with aqueous NaOH (10%). This mixture was extracted with CH2Cl2. The organic layer was separated, washed with water, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 / CH3OH/(NH3)90:10). The pure fractions were collected and the solvent was evaporated. The residue was dissolved in 2-propanol and into the hydrochloric acid salt (1:2) with 2-propanol saturated with HCl. The salt was filtered off and recrystallized from 2-propanol. The crystals were filtered off and dried, yielding 2.95g (±)-N-[[[3-[[(3 ,4-dihydro-2H-1-benzopyran-2-yl) methyl]amino]propyl]amino](ethylamino)methylene]urea dihydrochloride; mp. 182.2° C. (interm. 51).

1. temperaturerefluxed for 30 minutes
2. customThe solvent was evaporated
3. dissolutionThe residue was dissolved in water
4. extractionThis mixture was extracted with CH2Cl2
5. customThe organic layer was separated
6. washwashed with water
7. dry with materialdried (MgSO4)
8. filtrationfiltered
9. customthe solvent was evaporated
10. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2 / CH3OH/(NH3)90:10)
11. customThe pure fractions were collected
12. customthe solvent was evaporated
13. dissolutionThe residue was dissolved in 2-propanol and into the hydrochloric acid salt (1:2) with 2-propanol saturated with HCl
14. filtrationThe salt was filtered off
15. customrecrystallized from 2-propanol
16. filtrationThe crystals were filtered off
17. customdried