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Synthesis and Fungicidal Activity of Novel 2‐Heteroatomthiazole‐based Carboxanilides
Author(s) -
Liu Aiping,
Wang Xiaoguang,
Liu Xingping,
Li Jianming,
Chen Haobin,
Hu Li,
Yu Wanqi,
He Lian,
Liu Weidong,
Huang Mingzhi
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2668
Subject(s) - chemistry , thiazole , fungicide , aniline , trifluoromethyl , rhizoctonia solani , potency , bioassay , antifungal , proton nmr , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , microbiology and biotechnology , in vitro , botany , alkyl , genetics , biology
A new series of 2‐heteroatomthiazole‐based carboxanilides ( 8 ) are prepared by reacting 2‐heteroatomthiazole‐based carboxylic acid chlorides with 2,6‐dibromo‐4‐(trifluoromethoxy)aniline. The structures of all the newly synthesized compounds were supported by spectroscopic data NMR, MS, and elemental analysis, etc. Bioassay showed that the compounds exhibited potent fungicidal activities against Rhizoctonia solani , etc. Particularly, N‐(2,6‐dibromo‐4‐(trifluoromethoxy)phenyl)‐2‐methoxy‐4‐(trifluoromethyl)thiazole‐5‐carboxamide ( 8a-2 ) showed fungicidal potency which was comparable to that of Thifluzamide, the only commercialized thiazole carboxanilide fungicides of succinate dehydrogenase inhibitor (SDHI).