HCID 14151497, compound → HCID 14151498, compound

Participants

Reaction Steps

A solution of 3-{2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl}-5,6-dimethoxyquinazolin-2,4-(1H,3H)dione (1.6 g. 2.66M) in hydrobromic acid (48% aqueous, 9.6 ml) and glacial acetic acid (26.2 ml) was heated at reflux for 18 hours. The reaction mixture was cooled and the resulting solid was filtered, washed with ether (30 ml), hexane (30 ml) and dried under high vacuum at 62° C. overnight to give a crude product as a white solid. The crude product was recrystallized from methanol (75 ml). The product was dried under high vacuum at 62° C. for 2 days to afford 5,6-dihydroxy-3-2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl quinazolin-2,4(1H,3H)-dione (dihydrobromide) as a white solid, (A): 0.72 g (yield 47.1%) mp=283°-286° C. A second crop precipitated out of the filtrate. It was filtered and dried under high vacuum at 62° C. for 6 days to afford additional 5,6-dihydroxy-3-2-[4-(2-methoxy-phenyl)-1-piperazinyl]ethyl quinazolin-2, 4(1H,3H)-dione (monohydrobromide monohydrate) as a white solid: (B) 0.54 g. yield 39.7%, mp=223°-227° C. The total yield of product was 86.8%.

Provenance & Evidence