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Synthesis, Crystal Structure and Fungicidal Activity of Ethyl 2-(3-(4-Fluorobenzamido)phenyl)-4-((4-fluorobenzoyl)oxy)thiazole-5-carboxylate

Synthesis, Crystal Structure and Fungicidal Activity of Ethyl 2-(3-(4-Fluorobenzamido)phenyl)-4-((4-fluorobenzoyl)oxy)thiazole-5-carboxylate
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摘要 The target compound,ethyl 2-(3-(4-fluorobenzamido)phenyl)-4-((4-fluorobenzoyl)oxy)thiazole-5-carboxylate,was synthesized by four-step procedures including N-protection,thionation,cyclization and acylation.Its structure was characterized by 1 H NMR,13C NMR,HRMS and single-crystal X-ray diffraction.The target compound crystallizes as monoclinic crystal system,space group C2/c with a=9.6097(19),b=14.246(3),c=33.070(7)A,V=4515.1(16)A3,Z=8.Dc=1.496 Mg/m3,F(000)=2096 andμ=0.203 mm-1.There are 21864 reflections measured(4.94≤2θ≤55.96°),of which 5357 were unique(Rint=0.1418)and used in all calculations.The final R=0.0581(I>2δ(I))and wR=0.1453(reflections).The target compound showed over 50%of growth inhibition against Physalospora piricola,Rhizoctonia cere al is and Sclerotinia sclerotiorum. The target compound, ethyl 2-(3-(4-fluorobenzamido)phenyl)-4-((4-fluorobenzoyl)oxy) thiazole-5-carboxylate, was synthesized by four-step procedures including N-protection, thionation, cyclization and acylation. Its structure was characterized by 1 H NMR, 13C NMR, HRMS and single-crystal X-ray diffraction. The target compound crystallizes as monoclinic crystal system, space group C2/c with a = 9.6097(19), b = 14.246(3), c = 33.070(7) ?, V = 4515.1(16) ?3, Z = 8, Dc = 1.496 Mg/m3, F(000) = 2096 and μ = 0.203 mm-1. There are 21864 reflections measured(4.94≤2θ≤55.96°), of which 5357 were unique(Rint = 0.1418) and used in all calculations. The final R = 0.0581(I > 2σ(I)) and wR = 0.1453(reflections). The target compound showed over 50% of growth inhibition against Physalospora piricola, Rhizoctonia cerealis and Sclerotinia sclerotiorum.
作者 郭晓凤 苏翰翔 范志金 孙学文 孙耀正 秦忠翔 GUO Xiao-Feng;SU Han-Xiang;FAN Zhi-Jin;SUN Xue-Wen;SUN Yao-Zheng;QIN Zhong-Xiang
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2019年第6期923-929,共7页 结构化学(英文)
基金 supported in part by the International Science&Technology Cooperation Program of China(2014DFR41030) the Tianjin Natural Science Foundation(18JCZDJC33500) the National Natural Science Foundation of China(31571991,31872007)
关键词 THIAZOLE SYNTHESIS crystal structure FUNGICIDAL activity thiazole synthesis crystal structure fungicidal activity
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