Preparation of Styryl and Stilbenyl Derivatives of Pyrimidines 2‐ and 4‐( p ‐Tolyl)‐substituted pyrimidines react with anils of hetero‐aromatic aldehydes in the presence of dimethylformamide and potassium hydroxide or potassium t ‐butoxide to yield the corresponding 2‐ and 4‐[4″‐(heteroaryl)stilben‐4′‐yl]pyrimidines or the 2‐ and 4‐[ a ‐(heteroaryl)‐4′‐styryl]pyrimidines respectively (‘Anil synthesis’). Furthermore, the Schiff ′s bases derived from p ‐chloroaniline and 4‐(pyrimidine‐2‐yl and 4‐yl)benzaldehydes give, with methyl‐ and with p ‐tolyl‐substituted heterocycles, the corresponding heterocyclic substituted styryl and stilbenyl derivatives. Alkyl‐, alkoxy‐ or phenyl‐substituted pyrimidines undergo also the ‘Anil synthesis’.
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Burdeska et al. (1981) studied this question.
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