6-Methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazolyl)-pyrimidin-4(1H)-one as CH acid in Michael reaction |
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| Authors: | A V Erkin and V I Krutikov |
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| Institution: | (1) D. Mendeleev University of Chemical Technology of Russia, Moscow, 125047, Russia;(2) Center for Drug Chemistry All-Union Research Chemical-Pharmaceutical Institute), Moscow, 119815, Russia;; |
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| Abstract: | Addition of 6-methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazol-1-yl)pyrimidin-4(1H)-one, a compound with two CH-acidic centers, to 5-benzylidenepyrimidine-2,4,6(1H,3H,5H)-trione proceeds with the participation of the atom C5 of pyrimidine ring. Under the realized reaction conditions the latter possesses a greater nucleophilicity as a result of
the priority ionization. The obtained Michael adduct is unstable in the neutral aqueous medium and is decomposed into initial
oxopyrazolylpyrimidinone, pyrimidine-2,4,6-(1H,3H,5H)-trione, and benzaldehyde. |
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