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Synthesis of pyrimido[4,5-b]quinolines in the reaction of 6-aminopyrimidines with dimedone and benzaldehydes

✍ Scribed by J. Quiroga; A. Hormaza; B. Insuasty; A. J. Ortíz; A. Sánchez; M. Nogueras


Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
197 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis


The reaction of 6-aminopyrimidines (1 \mathbf{a}, \mathbf{b}) with dimedone (2) and p-substituted benzaldehydes (\mathbf{3 a})-d in ethanol afforded in all cases new regiospecific synthesis of tricyclic, linear 5-aryl-5,6,7,8,9,10-hexahydropyrimido[4,5-b]quinolines 4a-h in good yields. The linear structures and hence the regiospecificity of the reaction were established by (\mathrm{nmr}) measurements.


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## Abstract magnified image A series of pyrimido[4,5‐__b__]quinoline derivatives was synthesized by three‐component reaction of 6‐aminopyrimidine, aromatic aldehydes and 1,3‐cyclohexanedione or 5,5‐dimethyl‐1,3‐cyclohexanedione in aqueous media in the presence of triethylbenzylammonium chloride. T

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## Abstract magnified image A series of pyrimido[4,5‐__b__]quinoline and indeno[2′,1′:5,6]pyrido[2,3‐__d__]pyrimidine derivatives were synthesized __via__ the three‐component reaction of an aldehyde, 6‐aminopyrimidine‐2,4‐dione and 5,5‐dimethyl‐1,3‐cyclohexanedione or 1,3‐indanedione in ionic liqu