Journal of Heterocyclic Chemistry · 2001 · 60 citations · 22 references
Chemical EngineeringNovel OrganocatalystsEngineeringNitric AcidStable Nitrolic AcidOrganic ChemistryCatalysisChemistryRepresentative DhpmFormal NitrationSynthetic ChemistryBiomolecular EngineeringX‐ray Structure Analysis
Abstract A series of substituted 3,4‐dihydro‐2‐pyrimidones (DHPMs) was reacted with nitric acid under different reaction conditions. Treatment of DHPMs with 50‐65% nitric acid at 0 °C led to the formation of the corresponding dehydrogenated 2‐pyrimidones in moderate to good yields. In contrast, reaction of one representative DHPM with 60% nitric acid at 50 °C led to an unusually stable nitrolic acid, involving a formal nitration, nitrosation, and dehydrogenation step. The molecular structure of this product was determined by X‐ray crystallographic analysis
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100 years of the biginelli dihydropyrimidine synthesis
C. Oliver Kappe · Tetrahedron · 1993 · 1.2K citations
Synthesis and reactions of 1,1-diamino-2,2-dinitroethylene
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