Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of Compounds Related to Antitumor Agents. III. On the Additions of Acyl Halide, Dialkyl Acetylenedicarboxylate and N-Substituted Maleimides to 2, 4-Diamino-5-hydroxy-6-methylpyrimidine
ISOO ITONORIICHI ODATETSUO KATO
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1976 Volume 24 Issue 6 Pages 1189-1196

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Abstract
2, 4-Diamino-5-hydroxy-6-methylpyrimidine (I) was reacted with acyl halides to give pyrimido [5, 4-b] [1, 4] oxazin-6 (8H)-ones (IIIa, b). Dialkyl acetylenedicarboxylate was made addition with I to afford alkoxycarbonylmethylene-pyrimido [5, 4-b] [1, 4] oxazines (VI, VII). The configuration of this compound was assumed to be cis from the evidence of building pyridazino or furano ring. Similarly, with maleimide, the adduct (XIV) was obtained and converted to pyrimido [5, 4-b] [1, 4] oxazines (XV, XXIa-f).
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© The Pharmaceutical Society of Japan
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