Talk:Zenarestat

Chemical synthesis

I removed an image that had errors. The following content associated with it doesn't make sense without it, so I have moved it here in case anyone wants to use it at a later date.ChemNerd (talk) 15:08, 8 February 2015 (UTC)

The sequence for the preparation of this agent starts with the isatoate acid (1) from 4-chloroantharanilic acid. Heating the compound with the substituted benzylamine (2) results in the formation of the ring-opened amide (3) with a loss of carbon dioxide. The ring is then reclosed, this time by reaction with carbonyl diimidazole, to afford the quinolodione (4). The anion from the reaction of this last intermediate with sodium hydride, is then alkylated with ethyl bromoacetate. Saponification of the ester completes the preparation of zenarestat.