2-(3,4-Dihydro-4-oxo-2-quinazolinyl)acetonitriles in the Synthesis of New Condensed Pyrimidines

Abstract The reaction of the title compounds with 5-chloro-2-(methylsulfonyl/methylthio)pyrimidine-4-carbonyl chlorides afforded a series of new nitriles (6, 7). In the reaction of 6 with aliphatic amines the replacement of the methylsulfonyl group took place to give products 8. Compounds 6 cyclized into 3-(methylsulfonyl)-5,12-dioxo-7,12-dihydro-5H-pyrimido[4′,5′:5,6]pyrido[2,1-B]quinazoline-6-carbonitriles in the presence of Et 3 N. An X-ray crystallographic study was carried out to confirm the structure of the new compounds unambiguously. The influence of basicity and steric factors on the course of this cyclization was discussed.