Kinetics and mechanism of electrophilic substitution of heteroaromatic compounds. Part XXII. The nitration of pyrimidinones
Abstract
Pyrimidin-2(1H)-one and pyrimidin-2(1H),4(3H)-dione (uracil) and their N-methyl derivatives are nitrated in sulphuric acid as the oxo-(or dioxo-) tautomeric forms of the free base species. Rate constants are compared with those for other heterocycles and the influence of the ring NH and CO groups is discussed.