Year 2007, Month 6 (Section Full Articles, Page 1184)
Threecomponent condensation of α-nitroacetophenone, aromatic aldehydes, and methylurea
V. F. Sedova, V. P. Krivopalov, and O. P. Shkurko
The three-component condensation of aromatic aldehydes, methylurea, and α-nitroacetophenone affords both N(1)- and N(3)-methylsubstituted 4,6-diaryl-5-nitro-3,4-dihydropyrimidin-2(1H)-ones depending on the structure of aldehyde. Intermediate 4,6-diaryl-4-hydroxy-3-methyl-5-nitrohexahydropyrimidin-2-ones and trisubstituted urea, which is the transformation product of the 4-hydroxy-3-methyl derivative in an acidic medium (retro-Henry reaction), were identified in the reaction mixtures.
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