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KMID : 1059519990430050535
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Journal of the Korean Chemical Society
1999 Volume.43 No. 5 p.535 ~ p.539
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Studies on the Regioselective Synthesis of 1,3-Dimethyllumazine Derivatives by Using the Timmis Reaction and Their Side Chain Reactions
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Kim Yeon-Hee
Kim Jae-Seung
Kang Yong-Han
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Abstract
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1,3-Dimethyllumazine derivatives were synthesized by using Timmis reaction. The reaction of 4-amino-1,3-dimethyl-5-nitrosouracil(1) with 2,4-pentanedione, ethyl cyanoacetate, and ethyl acetoacetate provided 6-acetyl-1,3,7-trimethyllumazine (2), ethyl 7-amino-1,3-dimethyllumazine-6-carboxylate (4), and ethyl 1,3,7-trimethyllumazine-6-carboxylate (5) in good yieId, respectively. The various 1,3-dimethyllumazine derivatives were prepared from the side chain reactions of 6-acetyl and ester group in compound 2,4, and 5. The structure and physical properties of obtained compounds were characterized NMR, UV, IR spectrum, and elementary analysis.
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