新型一锅法合成螺[呋喃[2,3-d]嘧啶-6,5'-嘧啶]戊酮及其硫类似物。
New one-pot synthesis of spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]pentaones and their sulfur analogues.
机构信息
Department of Chemistry, Faculty of Science, Urmia University, 57159 Urmia, Iran.
出版信息
Mol Divers. 2011 Aug;15(3):721-31. doi: 10.1007/s11030-011-9302-9. Epub 2011 Jan 29.
Reaction of barbituric acid (BA), 1,3-dimethyl barbituric acid (DMBA) and 2-thiobarbituric acid (TBA) with cyanogen bromide and various aldehydes in presence of triethylamine afforded a new class of heterocyclic stable 5-alkyl and/or 5-aryl-1H, 1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of barbiturate (uracil and thiouracil derivatives) at 0 °C to ambient temperatures. Structure elucidation is proved by X-ray crystallography, (1)H NMR, (13)C NMR, FT-IR, CHN and mass analyses techniques. Mechanisms of the formations are discussed.
巴比妥酸（BA）、1,3-二甲基巴比妥酸（DMBA）和 2-硫代巴比妥酸（TBA）与氰溴酸和三乙胺在各种醛存在下反应，在 0°C 至环境温度下生成了一类新型的杂环稳定的 5-烷基和/或 5-芳基-1H,1'H-螺[furo[2,3-d]嘧啶-6,5'-嘧啶]2,2',4,4',6'(3H,3'H,5H)-戊酮，它们是巴比妥酸（尿嘧啶和硫代尿嘧啶衍生物）的二聚体形式。结构确证采用 X 射线晶体学、（1）H NMR、（13）C NMR、FT-IR、CHN 和质谱分析技术。讨论了形成机制。
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