title: Nitration of 2-substituted pyrimidine-4,6-diones, structure and reactivity of 5,5-gem-dinitropyrimidine-4,6-diones.
abstract: Nitration of some 2-substituted pyrimidine-4,6-diones in sulfuric acid was studied, which afforded previously unknown 5,5-gem-dinitropyrimidine-4,6-diones in high yields. The gem-dinitro products were easily attacked by nucleophiles with concomitant formation of gem-dinitroacetyl derivatives, which in turn could be further hydrolyzed to salts of dinitromethane and triureas.
authors.affiliation: Department of Organic Chemistry, CNT, NOVUM Research Park, SE-141 57 Huddinge, Sweden.
authors.forename: Abraham
authors.initials: A
authors.lastname: Langlet
authors.forename: Nikolaj V
authors.initials: NV
authors.lastname: Latypov
authors.forename: Ulf
authors.initials: U
authors.lastname: Wellmar
authors.forename: Ulf
authors.initials: U
authors.lastname: Bemm
authors.forename: Patrick
authors.initials: P
authors.lastname: Goede
authors.forename: Jan
authors.initials: J
authors.lastname: Bergman
authors.forename: Ivan
authors.initials: I
authors.lastname: Romero
mesh_terms: D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D009566:Nitrates / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry*; D013696:Temperature; D014508:Urea / Q000737:chemistry
chemical_list: D009566:Nitrates; D011743:Pyrimidines; D014508:Urea; C030986:pyrimidine