Особенности реакций хиназолина, его 4-оксо- и 4-хлорпроизводных с нуклеофилами

Interaction of quinazoline (I) with indole, pyrogallole and 1-phenyl-3-methylpyrazol-5-one in the presence of acid led to the formation of C-4-adducts II, III, and V. Adduct IV was obtained on heating of I with 1,3-dimethylbarbituric acid without catalysis. 1-Phenyl-3-methylpyrazolone-5 reacts with I without acid catalysis with the formation of dipyrazolylmethane VI. 4-Chloroquinazoline VIII reacts with 1-phenyl-3-methylpyrazolone-5 to yield 4-(1-phenyl-3-methyl-5-oxopyrazol-4-yl) quinazoline IX and dipyrazolylmethane VI. Heating of VIII with 2-methylindole leads to formation of 4-(2-methylindol-3-yl)quinazoline X and tris(2-indol-3-yl)methane XI. The proposed structures were confirmed by NMR spectroscopy data.