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 Et3 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.
Key words
pyrimidines - cyclizations - nucleophilic aromatic substitutions - quinazolines - acylations
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