Abstract
The reaction of 2-substituted 1-methyl-1, 2, 3, 4-tetrahydroquinazolin-4-ones (THQ) with acetic anhydride afforded two types of products depending on the number of C2-substituents. The reaction of 2-monosubstituted 1-methyl-THQ (6) gave the corresponding N3-acetyl-THQ derivatives (7), while the reaction of 2, 2-disubstituted 1-methyl-THQ (8) afforded rearranged products, 2, 3-disubstituted 1-methyl-1, 4-dihydroquinolin-4-ones (9). A mechanism is proposed for the reaction of 8 to give 9.
