Nitration of 2-substituted pyrimidine-4,6-diones, structure and reactivity of 5,5-gem-dinitropyrimidine-4,6-diones

被引：18

作者：

Langlet, A

Latypov, NV ^{[1
]}

Wellmar, U

Bemm, U

Goede, P

Bergman, J

Romero, I

机构：

[1] FOI, Swedish Def Res Agcy, Dept Energet Mat, SE-14725 Tumba, Sweden

[2] Novum, Dept Organ Chem, CNT, SE-14157 Huddinge, Sweden

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 22期

关键词：

Hydrolysis - Methane - Molecular structure - Nitration - Substitution reactions - Sulfuric acid - Urea;

D O I：

10.1021/jo025952x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：7833 / 7838

页数：6

共 24 条

[1]

[Anonymous], 1995, NITROCARBONS

[2] Syntheses of gem-dinitro heterocyclic compounds, their ring-opening reactions and transformations into indoles, indazoles and benzoxazinones [J].