The Mechanism of Bromination of 2(1H)-Pyrimidinone, its N-Methyl and N,N′-Dimethyl Derivatives in Aqueous Acidic Solution
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Rates of bromination at the 5-positions of the title compounds have been measured in aqueous sulfuric acid solutions. The reaction involves a rapid irreversible formation of a 5-bromo-4,6-dihydroxy-hexahydro-2-oxopyrimidine which undergoes slow acid-catalyzed conversion to the corresponding 5-bromopyrimidinone. If excess bromine is present the latter product reacts further to produce a 5,5-dibromo-4,6-dihydroxyhexahydropyrimidine.
2005 ◽
Vol 152
(7)
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pp. E212
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1977 ◽
Vol 26
(3)
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pp. 621-623
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2005 ◽
Vol 5
(6)
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pp. 1577-1587
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1959 ◽
Vol 62
(12)
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pp. 1914-1918
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