Synthesis and characterization of novel N-acyl cyclic urea derivatives

A series of novel N-acyl cyclic urea derivatives (3a-3l) have been synthesized by the reactions of 1-((6-chloropyridin-3-yl)methyl)imidazolidin-2- one (1) with various acyl chlorides in the yields of 35-95%. Subsequently, N-acyl cyclic urea derivatives containing α-tertiary amine (5a-5k) have been synthesized by the nucleophilic substitution reaction of 1-(2-haloacetyl)-3-((6-chloropyridin-3-yl)methyl)imidazolidin-2-one (3e or 3f) with various secondary amines in the yields of 49-86%. The synthesized compounds were characterized by ¹H NMR spectroscopy, ¹³C NMR spectroscopy, high-resolution mass spectroscopy, IR and elemental analysis.