| || the reaction of n-[2-[(5-methyl-4-imidazolyl)methylthio]ethyl]thiourea (i) with methyl iodide in methanol gives the corresponding thiouronium iodide (ii), which is converted into the sulfate by treatment with ira 401 ion-exchange resin. finally, this sulfate is condensed with 4-(3-aminopropyl)imizadole (iii) in refluxing water. |
| || |
| List of intermediates || No. |
| 4-[(3s,4r)-7-methoxy-2-oxo-3-phenyl-3,4-dihydro-2h-chromen-4-yl]phenyl acetate || (iii) |
| ethyl 4-(3-bromopropoxy)-3-methyl-1-benzofuran-2-carboxylate || (i) |
| 3-chloro-4-hydroxybenzoic acid methyl ester; methyl 3-chloro-4-hydroxybenzoate || (ii) |
Reference 1: durant, g.j.; et al.; us 4013659 .
Reference 2: serradell, m.n.; hopkins, s.j.; blancafort, p.; castaner, j.; impromidine. drugs fut 1979, 4, 9, 647.