Synthesis,Crystal Structure,and Biological Activity of Naphthalen-2-yl4-methyl-1,2,3-thiadiazole-5-carboxylate

被引：1
作者：
王守信 [1 ,2 ]
付一峰 [2 ]
范志金 [2 ]
米娜 [2 ]
张海科 [2 ]
宋海斌 [2 ]
Belskaya NP [3 ]
Bakulev VA [3 ]
机构：
[1] School of Pharmaceutical Science and Technology,Tianjin University
[2] State Key Laboratory of Elemento Organic Chemistry,Nankai University
[3] The Ural Federal University Named after the First President of Russia BNYeltsin,Yeltsin UrFU ,Ekaterinburg,Russia
来源：
结构化学 | 2011年 / 30卷 / 02期
关键词：
X-ray diffraction; crystal structure; synthesis; 3-thiadiazole;
D O I：
10.14102/j.cnki.0254-5861.2011.02.017
中图分类号：
O621.2 [有机化合物性质];
学科分类号：
070303 ; 081704 ;
摘要：
The title compound naphthalen-2-yl-4-methyl-1,2,3-thiadiazole-5-carboxylate (C 14 H 10 N 2 O 2 S,M r=270.31) was synthesized by the reaction of 4-methyl-1,2,3-thiadiazole-5-carbonyl chloride with 2-naphthol,and its structure was characterized by IR,1 H NMR,high-resolution mass spectrometry and single-crystal X-ray diffraction.The crystal belongs to orthorhombic,space group Pbcn with a=23.475(5),b=9.6640(19),c=10.814(2),β=90.00°,Z=8,V=2453.2(9) 3,M r=270.30,D c=1.464 g/cm 3,μ=0.262 mm-1,F(000)=1120,R=0.0444 and wR=0.1099.X-ray analysis revealed that the thiadiazole and naphthalene rings were non-planar,while the thiadiazole ring and the ester group were essentially planar,and two intermolecular hydrogen bonds C(6) H(6)···O(1) and C(14) H(14)···O(1) were observed.The preliminary biological test showed that the title compound had antifungal and antivirus activities against tobacco mosaic virus.
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页码：235 / 239
页数：5
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