Reclazepam is a drug which is a
benzodiazepine derivative. It has
sedative and
anxiolytic effects similar to those produced by other benzodiazepine derivatives, and has a short duration of action.[1]
Synthesis
The reduction of the lactam in
Delorazepam with
lithium aluminium hydride gives
CID:20333776 (1). Condensation with 2-chloroacetylisocyanate [4461-30-7] (2) proceeds to afford urea,
CID:20333773 (3). Reaction of that with sodium iodide and base probably proceeds initially by halogen exchange of iodine for chlorine (Finkelstein reaction). Subsequent replacement of iodide by the enol anion of the urea oxygen results in formation of the oxazolone ring. There is thus obtained reclazepam (4).