2, 4 (1H, 3H)-Quinazolinedione readily undergoes a von Braun-type reaction with N-alkyl cyclic amines in phosphoryl chloride through the formation of 4-oxo-3, 4-dihydroquinazolinyl dichlorophosphate and N-alkyl-N-(4-oxo-3, 4-dihydro-2-quinazolinyl) cyclic ammonium chloride in sequence ; the latter decomposes to give a new tertiary amine, 2-[N-alkyl-N-(ω-chloroalkyl) amino]-4-chloroquinazolines. A possible reaction mechanism is discussed.
