Synthesis and structure of (R,S)-2-methyl-4-(4-nitrophenyl)-pyrano[3,2-c]chromen-5(4H)-one

Macedonian Journal of Chemistry and Chemical Engineering

Kristina Mladenovska¹  Ana P. Panovska¹  Emil Popovski²  Rosica P. Nikolova³  Boris Shivachev³  Bistra Stamboliyska⁴  Bozhana Mikhova⁴ 

[1] Department of Drug Design and Metabolism, Faculty of Pharmacy, Ss. Cyril and Methodious University, Skopje;Institute of Chemistry, Faculty of Natural Sciences and Mathematics, Ss. Cyril and Methodius University, Skopje;Institute of Mineralogy and Crystallography, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., Build. 107, 1113 Sofia;Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Str., Build. 9, 1113 Sofia;

关键词: acenocoumarol;    pyrano[3,2-c]coumarin;    crystal structure;    dft calcualations;   

DOI  :  10.20450/mjcce.2013.445

来源: DOAJ

【 摘 要 】

In this paper, the synthesis and structure of a novel pyrano[3,2-c]coumarin, which was obtained unexpectedly in a reaction of phosphoryl chloride and acenocoumarol, are presented. The chemical structure of the novel compound was elucidated by a detailed spectroscopic analysis based mainly on 1D and 2D NMR techniques. The structure was finally confirmed with a single-crystal X-ray analysis. The B3LYP/6-311+G** method correctly reproduces the bond lengths, bond angles, torsion angles, and other experimental spectroscopic data, which can be useful for investigating the characteristics of some structurally related molecules. Additionally, the title compound was obtained in high yields by performing a dehydratation reaction of acenocuomarol with acetic anhydride.

【 授权许可】

Unknown