Chemistry of Heterocyclic Compounds p. 1270 - 1275 (1984)
Update date:2022-08-03
Topics:
Zagulyaeva, O. A.
Grigorkina, O. A.
Mamatyuk, V. I.
Mamaev, V. P.
The methylation of dihydropyrimidinylidenecyanoacetic esters by various methylating reagents leads to better yields when anions of ylidene derivatives of pyrimidine are used.The structure of the products of N- and C-methylation formed and their ratio were established with the aid of the IR and UV spectra and by 1H and 13C NMR spectroscopy.The product of C-methylation contains a methyl group at the C(7) atom of the side chain, while the product of N-methylation contains a methyl group at the nitrogen atom of the pyrimidine ring.For 6-ylidene derivatives, N-methylation occurs at the heterocyclic atom distant from the tautomerizing chain.For 2- and 6-ylidene derivatives of pyrimidine, the ratio of the products of N- and C-methylation can be changed by varying the alkylating reagent.
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