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The arylimines of 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde: Synthesis and their application in 1,3-dipolar cycloaddition reaction

✍ Scribed by Dominika Osyda; Radosław Motyka; Krzysztof Z. Walczak

Publisher: Journal of Heterocyclic Chemistry
Year: 2009
Tongue: English
Weight: 108 KB
Volume: 46
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.284

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✦ Synopsis

Abstract

magnified image A number of aldimines have been obtained in very good yield in reaction of 5‐formyl‐1,3‐dimethyluracil with various substituted anilines in boiling methanol. Selected aldimines were treated with nitrile oxides generated from 4‐chlorobenzaldoxime or 4‐methylbenzaldoxime forming the appropriate 1,3‐cycloadducts in moderate yields. J. Heterocyclic Chem., (2009).

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## Abstract The synthesis of 6‐methylsulfanyl‐2,4‐dithioxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carbonitrile **4** is described. Compound **4** was reacted with various alkylants. The reaction with chloroacetic acid derivatives results in the formation of thieno[2,3‐__d__]pyrimidines **8**. When methyl i