Synthesis and Herbicidal Activity of Novel N-Acyl-7-methoxybenzo[4,5]thiazolo[2,3-c][1,2,4]triazole-3(2H)-thione

被引:9
作者
Wang, Hailin [1 ]
Ruan, Lingli [1 ]
Chen, Yong [1 ]
Liu, Xinghai [1 ]
Weng, Jianquan [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, Hangzhou 310032, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
N-acyl-7-methoxybenzo[4,5]thiazolo[2,3-c][1,2,4]triazole-3(2H)-thione; synthesis; herbicidal activity; CRYSTAL-STRUCTURE; BIOLOGICAL-ACTIVITY; DERIVATIVES;
D O I
10.6023/cjoc201308001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In order to find the new fused heterocycle of benzothiazole lead compounds, fourteen novel N-acyl-7-methoxybenzo[4,5]thiazolo[2,3-c][1,2,4]triazole-3(2H)-thiones were synthesized by using 6-methoxybenzo[d]thiazol-2-amine as starting materials via hydrazine, cyclization and acylation. The structures of the target compounds were characterized by H-1 NMR, ESI-MS and elemental analysis. The synthesized target compounds were screened for the herbicidal activity. The results indicated that the inhibition effects' of most target compounds on the root and stem of Cucumis sativus, Triticum aestivum, Sorghum vulgare, Raphanus sativus, Brassica campestris and Echinochloa crusgalli were more than 85% at 200 mg/L.
引用
收藏
页码:419 / 423
页数:5
相关论文
共 27 条
[1]  
Barnett C.J., 1976, US patent, Patent No. 3937714
[2]   Synthesis and Anti-tumor Activities of Novel 18β-Glycyrrhetinic Acid Derivatives Attaching Dithiocarbamate Units [J].
Chen Couxi ;
Li Xueqiang ;
Li Tiancai ;
Zhou Xuezhang .
ACTA CHIMICA SINICA, 2012, 70 (07) :852-858
[3]  
David P. C., 1981, J AGR FOOD CHEM, V29, P640
[4]   Theoretical Studies on Quantitative Structure-Activity Relationship and Structural Modification for 3-Substituted Sulfur-5-(2-Hydroxyphenyl)-4H-1,2,4-Triazole Compounds [J].
Feng Changjun .
ACTA CHIMICA SINICA, 2012, 70 (04) :512-518
[5]   Determination and study on residue and dissipation of benazolin-ethyl and quizalofop-p-ethyl in rape and soil [J].
Guan, Wenbi ;
Zhang, Hongyan .
INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY, 2013, 93 (06) :679-691
[6]  
HANDTE R, 1978, Patent No. 4130413
[7]   Synthesis and Biological Activities of Novel Benzoxazolinone/Benzothiazolone Derivatives Containing Oxadiazole Moiety [J].
Li Yingjun ;
Li Chunyan ;
Jin Kun ;
Sun Shuqin ;
Zhou Xiaoxia .
ACTA CHIMICA SINICA, 2012, 70 (02) :151-160
[8]   Synthesis, Crystal Structure, and Fungicidal Activity of 5-(4-cyclopropyl-5-((3-fluorobenzyl)thio)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole [J].
Liu, Xing-Hai ;
Weng, Jian-Quan ;
Tan, Cheng-Xia .
JOURNAL OF CHEMISTRY, 2013, 2013
[9]   Synthesis, bioactivity and DFT structure-activity relationship study of novel 1,2,3-thiadiazole derivatives [J].
Liu, Xing-Hai ;
Zhao, Wei-Guang ;
Wang, Bao-Lei ;
Li, Zheng-Ming .
RESEARCH ON CHEMICAL INTERMEDIATES, 2012, 38 (08) :1999-2008
[10]   Structure, Antibacterial Activities and DNA Cleavage of a Copper(II) Complex with 2-(2′-Pyridyl)benzimidazole and L-Alaninate [J].
Lu Yanmei ;
Ou Zhibin ;
Hu Wei ;
Le Xueyi .
ACTA CHIMICA SINICA, 2012, 70 (08) :973-979