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Synthesis of Ethyl 4(1H)-Oxopyrimido[1,2-a]perimidine-3-carboxylate. Darstellung von 4(1H)-Oxopyrimido[1,2-a]perimidin-3-carbonsäureethylester

✍ Scribed by Kang-Chien Liu; Hsu-Shan Huang

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
180 KB
Volume
322
Category
Article
ISSN
0365-6233

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✦ Synopsis

In a recent communication'). we reported the synthesis of some biologically interesting 1-substituted 3-(2-perimidyl)-ureas starting from 2-aminoperimidine (la). Because of the presence of a 1,3-dinucleophilic center in this molecule, l a might undergo cyclocondensation with appropriate dielectrophiles. So this compound might be a useful synthon for the generation of novel fused perimidine derivatives. In an orientation experiment, we found that the reaction of la'HBr with dimethyl acetylenedicarhxylate in the presence of Et,N proceeded smoothly and afforded methyl 4(1H)-oxopynmido[l,2-a]perimidine-2-cahxylate 2a in 52% yield2). The structure ov 2a was assigned on the basis of spectral analysis.

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