Synthesis, Crystal Structure and Anti-TMV Activity of (Z)-4-[3-(4-Methyl-1,2,3-thiadiazol-5-yl)-3-(4-trifluoromethylphenyl)acryloyl]morpholine

SUN Su-Su, LI Qing, GAO Wei, LI Xiao-Tian, CHEN Lai* and ZHANG Jin-Lin*

Chin. J. Struct. Chem. 2021, 40, 109-113  DOI: 10.14102/j.cnki.0254-5861.2011-2753

January 15, 2021

1,2,3-thiadiazole, cinnamic amide, synthesis, crystal structure, anti-TMV activity

ABSTRACT

The target compound (Z)-4-[3-(4-methyl-1,2,3-thiadiazol-5-yl)-3-(4-trifluoromethylphenyl)acr- yloyl]morpholine was synthesized by the nucleophilic substitution, Horner-Emmons reaction, ester hydrolysis, and condensation. Its structure was characterized by NMR, H RMS and single-crystal X-ray diffraction. The crystal of the target compound belongs to monoclinic system, space group P21 with a = 11.5058(15), b = 6.6626(10), c = 23.184(3) Å, V = 1777.3(4) Å3, Z = 8, Dc = 1.496 Mg/m3, F(000) = 792 and μ = 0.229 mm–1. X-ray analysis indicated C–H×××O intermolecular H-bonds in this crystal structure. The target compound exhibited 53% curative activity against TMV.

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