In the present report, derivatives of dihydroxyacridone containing fragments of dihydroquinazoline and quinoxalone were obtained. The proposed synthetic pathway is based on the interaction of 1-hydroxy-3-methoxy-10-methylacridone with quinazoline or 6-nitroquinoxalone using acid catalysis (methanesulfonic acid or trifluoroacetic acid). The reaction proceeds as a regioselective addition of C2 position of acridone to the C4 position of quinazoline or C3 position of quinoxalone.