H. L. Yale, E. Spitzmiller
1977
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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.