1974 年 94 巻 5 号 p. 627-632
The reaction of chloroketene diethylacetal (I) with heterocyclic primary amines was studied. Reaction of aniline (IIa) with I afforded ethyl N-phenylchloracetimidate (III) in a good yield. However, 2-aminopyridine (IIb) and 2-aminoquinoline (IIc) reacted with I to give imidazo[1, 2-a]pyridine derivatives (IV, V, and VI) and imidazo[1, 2-a]quinoline derivatives (XI, XII, XIII, and XIV), respectively. On the other hand, reaction of 2-aminothiazole (IId) and 2-aminopyrimidine (IIe) with I afforded 2-chloro-1, 1-diethoxy-ethylamine derivatives (XVIII, XXI), which were easily converted to the corresponding iminoether derivatives (XIX and XXII), respectively.