HCID 18694136, compound → HCID 131720892, compound

Participants

Reaction Steps

A mixture of intermediate (15-a) (0.02 mol) and 2-methylthioimidazole monohydrochloride (0.02 mol) in ethanol (100 ml) was stirred and refluxed for 16 hours. The solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/(CH3OH/NH3) 90/9/1). The pure fractions were collected and the solvent was evaporated. The residue was dissolved in 2-propanol and converted into the hydrochloric acid salt (1:2) with HCl/2-propanol. The salt was filtered off and dried, yielding 2.4 g of (±)-N-(4,5-dihydro-1H-imidazol-2-yl)-N'-[(2,3,4,7,8,9-hexahydro cyclopenta[h]-1-benzopyran-2-yl)methyl]-1,3-propanediamine dihydrochloride hemihydrate; mp. 189.7° C. (comp. 9-a).

Provenance & Evidence