Synthesis and Properties of 2,3,4,8-Tetrahydro-2,4-dioxopyrido [2,3-d]-pyrimidines (5-Deazalumazines) and Their Bis-compounds

doi:10.1248/CPB.32.1699

Paper

Synthesis and Properties of 2,3,4,8-Tetrahydro-2,4-dioxopyrido [2,3-d]-pyrimidines (5-Deazalumazines) and Their Bis-compounds

Published May 25, 1984 · T. Nagamatsu, M. Koga, F. Yoneda

Chemical & Pharmaceutical Bulletin

UNKNOWN SJR score

7

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

Ethyl 2, 3, 4, 8-tetrahydro-3-methyl-2, 4-dioxopyrido [2, 3-d] pyrimidine-6-carboxylates (IV) and their bis-compounds (VI) were synthesized by the condensation of 6-alkyl-or 6-aryl-amino-3-methyluracils (II) and appropriate ethyl 3-chloro-2-formylprop-2-enoates (III) in dimethylformamide. Hydrolysis of the esters IV and VI with base resulted in a novel rearrangement of a substituent (R2) at the 7-position onto the 6-substituent to give the corresponding 6-acyl-1, 2, 3, 4, 7, 8-hexahydro-3-methyl-2, 4, 7-trioxopyrido [2, 3-d] pyrimidines (VII) and their bis-compounds (X). The mechanism of the rearrangement is discussed.

Study Snapshot

This study demonstrates the successful synthesis of 2,3,4,8-tetrahydro-2,4-dioxopyrido [2,3-d]-pyrimidines (5-Deazalumazines) and their bis-compounds, with potential applications in organic synthesis and drug discovery

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis and Properties of 2,3,4,8-Tetrahydro-2,4-dioxopyrido [2,3-d]-pyrimidines (5-Deazalumazines) and Their Bis-compounds

References

Citations