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- W2068502168 abstract "The mechanism of the reactions of 2-alkoxymethylene-3-alkoxypropionitrile and 2-dialkoxymethyl-3-alkoxypropionitrile with acetamidine was studied. The results show that these two nitriles react with acetamidine in completely different manners. In the case of the reaction of 2-alkoxymethylene-3-alkoxypropionitrile with acetamidine, the final product (2-methyl-4-amino-5-alkoxymethylpyrimidine) can be obtained directly, while in the case of the reaction of the other nitrile with acetamidine, the intermediate with the absorption maximum at 275 mμ can be detected spectrophotometrically. This intermediate could be identified with 2-acetamidinomethylene-3-alkoxypropionitrile. The difference in the mechanism between these two reactions might be explained by taking into consideration the fact that the intermediate in the latter case can be stabilized by the resonance among the usual structure and the polar structures in which non-bonding electrons on the nitrogen atom of the amino group migrate into C≡N or C=N group." @default.
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- W2068502168 date "1959-02-01" @default.
- W2068502168 modified "2023-09-23" @default.
- W2068502168 title "Syntheses of Pyrimidine Derivatives. XVII. On the Reaction Mechanism of Some Pyrimidine Syntheses" @default.
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- W2068502168 doi "https://doi.org/10.1246/bcsj.32.188" @default.
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