Efficient three-component synthesis of 5-(6-hydroxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5,12-dihydrobenzo[b] pyrimido[5,4-g][1,8] naphthyridine-2,4(1H,3H)-dione

被引：1

作者：

Ebrahimlo, Ali Reza Molla ^{[1
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Khoy Branch, Khoy, Iran

来源：

HETEROCYCLIC COMMUNICATIONS | 2018年 / 24卷 / 02期

关键词：

barbituric acid; benzo[b][1,8]naphthyridine; 2-chloro-3-formylquinoline; 1,8-NAPHTHYRIDINES; DERIVATIVES; AGENTS; DNA;

D O I：

10.1515/hc-2017-0265

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,8-Naphthyridine derivatives are important heterocyclic compounds. A facile and efficient one-pot procedure for the synthesis of 5-(6-hydroxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5,12-dihydrobenzo[b]pyrimido[5,4-g][1,8]naphthyridine-2,4(1H,3H)-dione(3) via a three-component reaction of barbituric acid, 2-chloro-3-formylquinoline and ammonia under basic conditions is described.

引用

页码：75 / 77

页数：3

共 17 条

[1] QSAR analysis of 1,4-dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridines with anticancer activity [J].

Atanasova, Mariyana ;

Ilieva, Sonia ;

Galabov, Boris .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (09) :1184-1192

[2] POTENTIAL ANTIMALARIALS .1. 1,8-NAPHTHYRIDINES [J].

BARLIN, GB ;

TAN, WL .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (05) :1065-1073

[3] Ethyl 1,4-Dihydro-4-oxo-1,8-naphthyridine-3-carboxylates by a Tandem SNAr-Addition-Elimination Reaction [J].

Bunce, Richard A. ;

Nammalwar, Baskar .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (03) :658-663

[4] Highly efficient construction of pentacyclic benzo[b]indeno-[1,2,3-de][1,8]naphthyridine derivatives via four-component domino reaction [J].

Cao, Cheng-Pao ;

Lin, Wei ;

Hu, Ming-Hua ;

Huang, Zhi-Bin ;

Shi, Da-Qing .

CHEMICAL COMMUNICATIONS, 2013, 49 (62) :6983-6985

[5] Antitumor agents .178. Synthesis and biological evaluation of substituted 2-aryl-1,8-naphthyridin-4(1H)-ones as antitumor agents that inhibit tubulin polymerization [J].

Chen, K ;

Kuo, SC ;

Hsieh, MC ;

Mauger, A ;

Lin, CM ;

Hamel, E ;

Lee, KH .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (19) :3049-3056

[6] Synthesis and β-blocking activity of (R,S)-(E)-oximeethers of 2,3-dihydro-1,8-naphthyridine and 2,3-dihydrothiopyrano[2,3-b]pyridine:: potential antihypertensive agents -: Part IX [J].

Ferrarini, PL ;

Mori, C ;

Badawneh, M ;

Calderone, V ;

Greco, R ;

Manera, C ;

Martinelli, A ;

Nieri, P ;

Saccomanni, G .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (09) :815-826

[7] Efficient Synthesis of Functionalized Benzo[b][1,8]naphthyridine Derivatives via Three-Component Reaction Catalyzed by L-Proline [J].

Fu, Lei ;

Lin, Wei ;

Hu, Ming-Hua ;

Liu, Xue-Cheng ;

Huang, Zhi-Bin ;

Shi, Da-Qing .

ACS COMBINATORIAL SCIENCE, 2014, 16 (05) :238-243

[8]

Ivanov A S., 2005, RUSS CHEM REV, V74, P915, DOI DOI 10.1070/RC2005V074N10ABEH001196

[9]

Kumar M.R., 2010, Int. J. Chem. Sci., V8, P2025

[10]

Kumar R. N., 2004, CHEM HETEROCYCLIC CO, V40, P1490

← 1 2 →