Fused Pyrimidines. I. The Chlorination of 2, 4 (1H, 3H)-Quinazolinedione with Phosphoryl Chloride in the Presence of N-Alkylcyclic Amines

Abstract

In the reaction of 2, 4 (1H, 3H)-quinazolinedione with phosphoryl chloride in the presence of excess N-methylpyrrolidine, the hydroxy groups at the 2- and 4-position of the quinazoline nucleus were replaced by the N-methyl-4-chlorobutylamino group and chlorine to give 4-chloro-2-(N-methyl-4-chlorobutylamino) quinazoline in good yield. By using this reaction, several new 4-chloro-2-dialkylaminoquinazoline derivatives were obtained from N-alkylcyclic amines and 2, 4 (1H, 3H)-quinazolinedione.