Efficient Synthesis of New Pyrimido[5,4:5,6]pyrano[2,3-d]pyrimidine-2,4,6(1H,3H)-triones via the Tandem Intramolecular Pinner-Dimroth Rearrangement, and Their Antibacterial Activity

被引：6

作者：

Asadian, M. ^{[1
]}

Davoodnia, A. ^{[1
]}

Beyramabadi, S. A. ^{[1
]}

机构：

[1] Islamic Azad Univ, Mashhad Branch, Dept Chem, Mashhad 9175687119, Razavi Khorasan, Iran

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2018年 / 88卷 / 12期

关键词：

pyrimido[5 ',4 ':5,6]pyrano[2,3-d]pyrimidine; carboxylic acids; POCl3; Pinner-Dimroth rearrangement; antibacterial; ECO-FRIENDLY SYNTHESIS; ONE-POT SYNTHESIS; DERIVATIVES; DESIGN; PYRIMIDINES;

D O I：

10.1134/S1070363218120290

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of new 8-alkyl-5-aryl-1,3-dimethyl-5,7-dihydro-2H-pyrimido[5,4:5,6]pyrano[2,3-d]- pyrimidine-2,4,6(1H,3H)-triones by the high yield reaction of 7-amino-5-aryl-1,3-dimethyl-2,4-dioxo-1,3,4,5- tetrahydro-2H-pyrano[2,3-d]pyrimidine-6-carbonitriles with aliphatic carboxylic acids in the presence of POCl3 is presented. It is probable that synthesis of these new products proceeds via the tandem intramolecular Pinner-Dimroth rearrangement. The products are characterized by FT-IR, H-1, and C-13 NMR spectra and evaluated for their antibacterial activity against gram +ve bacteria (Staphylococcus aureus and Staphylococcus epidermidis) and gram-ve bacteria (Escherichia coli and Pseudomonas aeruginosa) using the disc diffusion method.

引用

页码：2658 / 2663

页数：6

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