THE REACTION OF 2-ACETOACETAMIDOPYRIDINES WITH PHOSGENE. A ROUTE TO NOVEL 3-ACETYL-2-CHLORO-4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONES

doi:10.1002/CHIN.197743251

Paper

THE REACTION OF 2-ACETOACETAMIDOPYRIDINES WITH PHOSGENE. A ROUTE TO NOVEL 3-ACETYL-2-CHLORO-4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONES

Published Oct 25, 1977 · H. L. Yale, E. Spitzmiller

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Abstract

2-(Acetoacetamido)pyridine, 1, and its 5-methyl derivative, 2, with phosgene, gave 3-acetyl-2-chloro-4H-pyrido[1,2-a]pyrimidin-4-one, 5, and 3-acetyl-2-chloro-7-methyl-4H-pyrido[1,2-a]-pyrimidin-4-one, 6, respectively. The structures of these compounds followed from their elemental analyses, and interpretations of their uv, ir, pmr, and X-ray spectra. An alternative route to 5 and 6, which sought first to react 1 and 2 with methyl - and benzyl chloroformates, was unsuccessful, and led, instead, to elimination of the acetoacetyl group with concomitant formation of the carbamate derivatives, 10 and 11.

Study Snapshot

2-(Acetoacetamido)pyridine, 1, and its 5-methyl derivative, 2, with phosgene, led to 3-acetyl-2-chloro-4H-pyrido[1,2-a]pyrimidin-4-one, 5, and 3-acetyl-2-ch

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

THE REACTION OF 2-ACETOACETAMIDOPYRIDINES WITH PHOSGENE. A ROUTE TO NOVEL 3-ACETYL-2-CHLORO-4H-PYRIDO(1,2-A)PYRIMIDIN-4-ONES

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References

Citations

Chemistry of 3-Oxo-N-(pyridin-2-yl)butanamide and Related Compounds

3-oxo-N-(pyridin-2-yl)butanamide compounds show promising reactivity and synthetic importance as precursors for heterocyclic compounds, with recent progress in their synthesis and use.