Fused Pyrimidines. III. The Reaction of 2, 4-Dichloroquinazoline with N-Alkyl Cyclic Amines

Abstract

The reaction of 2, 4-dichloroquinazoline with N-methylpyrrolidine gave N-(2-chloro-4-quinazolinyl)-N-methylpyrrolidinium chloride. This product, on being heated, gave 2-chloro-4-[N-(4-chlorobutyl)-N-methylamino]-quinazoline and it reacted with water in the presence of excess N-methylpyrrolidine to give a stable betaine, 4-(1-methyl-1-pyrrolidinio)-2-quinazolinolate. By using this reaction, several new 4-[N-alkyl-N-(ω-chloroalkyl) amino]-2-chloroquinazoline derivatives were prepared from 2, 4-dichloroquinazoline and N-alkyl cyclic amines.